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121) ANISOLE (CAS Number : 100-66-3) ROS :- OCH 3 OH TOLUENE NaHSO4 + CH3SO4Na + sodium methyl sulfate 120gm/mole Phenol 134 Anisole Mol wt :- 94gm/mole Mol wt :- 108 gm/mole Process :- Take phenol, sodium methyl sulfate & toluene in Reactor. Heating reflux & Mataintane for 14-hrs at reflux temp. cool to RT. Centrifuge salt .distilled solvent product distilled .collect product & packing. Flow diagram :- Phenol - 500kg CH3SO4Na-712 kg Toluene -500kg Reactor Maintaine-110 ° C Maintain & Centrifuge NaHSO4 SALT - 600kg Loss -10 kg Reactor Recover of toluene -480 kg Product-500kg Effluents – 122 kg Mass Balance :- INPUT QTY OUTPUT QTY Phenol 500 kg Product 500 kg Toluene 500 kg Recover Toluene 480 kg Ch3SO4Na 712 kgs NaHso4 salt 600 KG effluent 122 kg loss 10 kg TOTAL 1712 KG 1712 KG 122)VERATROLE (CAS Number: 91-16-7) ROS :- OCH 3 OH OCH OH TOLUENE 3 2NaHSO4 + 2CH3SO4Na + sodium methyl sulfate 120gm/mole Catechol 134 Veratrole Mol wt :- 110gm/mole Mol wt :- 138 gm/mole Process :- Take Catechol, sodium methyl sulfate & toluene in Reactor. Heating reflux & Mataintane for 14-hrs at reflux temp. cool to RT. Centrifuge salt .distilled solvent product distilled .collect product & packing. Flow diagram :- Catechol - 560kg CH3SO4Na-1364 kg Toluene -1000kg Reactor Maintaine-110 ° C Maintain & Centrifuge NaHSO4 SALT - 1100kg Reactor Recover of toluene -980 kg Loss-10 kg Effluents - 334kg Product-500kg Mass Balance :- INPUT QTY OUTPUT QTY Catechol 560 kg Product 500 kg Toluene 1000 kg Recover Toluene 980 kg CH3SO4Na 1364 kgs NaHso4 salt 1100 KG effluent 334 kg loss 10 kg TOTAL 2924 KG 2924 KG 123) 3-methoxy-4-hydroxy-benzaldehyde(Vanillin) (CAS Number : 121-33- 5) ROS :- OH 2NaoH (40) OH CHO OCH 3 TOLUENE OCH 3 + + 2NaHSO4 + 2H2O HOOC 2H2SO4 (18) (98) 120gm/mole OH guaiacol glyoxylic acid HOOC 124 78 3- methoxy-4-Hydroxy mandelic acid 198 METHANOL NaoH O2 GAS (40) H2SO4 (98) OH OCH NaHSO4 3 + +CO2(44)+2H2O(18) 120gm/mole CHO 3- methoxy-4-Hydroxy Benzaldehyde 153 Process :- Take 50 % glyoxylic acid & water in reactor. drop wise addition of 50 % sodium hydroxide solution at 10-20 C & Take Guaiacol & water in reactor. drop wise addition of 50 % sodium hydroxide solution at 10-20 C . In this solution above solution at 10-20 C. Stir for 27 hrs at 10-20C. Set PH-4-5 By 50 % H2SO4 . centrifuge & dry .Take above stage , methanol , copper oxide & NaoH in reactor. Hetaing to reflux. Oxygen gas passed for 24 hrs. distilled solvent. Charge water set ph-1-2 by50 % H2SO4 . stir for at 0-10 C. centrifuge & dry .Packing Flow diagram :- Glyoxylic acid (50%)-600 kg NaoH+ Water-200 kg+200kg Reactor Guaiacol+ water -476kg+450 kg NaoH+ Water-200 kg+200kg Reactor NaHSO4 SALT - 1100kg 50% H2SO4-2000kg Effluent - 1900kg Centrifuge & dry NaoH-200 kg Oxygen -50 kg Methanol -1000 kg Copper oxide -50 kg Reactor Water -500 kg Recover of methanol -950 kg 50% H2SO4 -1000 kg Reactor NaHSO4 SALT - 550kg Centrifuge Effluent - 900kg Loss -15 kg & dry Effluents - 761kg Product-500kg Mass Balance :- INPUT QTY OUTPUT QTY Glyoxylic acid(50%) 600 kg Product 500 kg Guaiacol 476 kg Recover methanol 950 kg NaoH 600 kg Effluent 3561 kg 50 %H2SO4 3000kgs NaHso4 salt 1650 KG WATER 900 kgs Methanol 1000 kg loss 15 kg Copper oxide 50 kg Oxygen 50 kg TOTAL 6676 KG 6676 KG 124)ETHYL VANILLIN (CAS Number : 121-32-4) ROS :- OH 2NaoH (40) OH CHO OC 2H5 TOLUENE OC 2H5 + + 2NaHSO4 + 2H2O HOOC 2H2SO4 (18) (98) 120gm/mole OH guaithol glyoxylic acid HOOC 138 78 3- ethoxy-4-Hydroxy mandelic acid 212 METHANOL NaoH O2 GAS (40) H2SO4 (98) OH OC H NaHSO4 2 5 + +CO2(44)+2H2O(18) 120gm/mole CHO 2-ethyl Vanillin 166 Process :- Take 50 % glyoxylic acid & water in reactor. drop wise addition of 50 % sodium hydroxide solution at 10-20 C & Take Guaithol & water in reactor. drop wise addition of 50 % sodium hydroxide solution at 10-20 C . In this solution above solution at 10-20 C. Stir for 27 hrs at 10-20C. Set PH-4-5 By 50 % H2SO4 . centrifuge & dry .Take above stage , methanol , copper oxide & NaoH in reactor. Hetaing to reflux. Oxygen gas passed for 24 hrs. distilled solvent. Charge water set ph-1-2 by50 % H2SO4 . stir for at 0-10 C. centrifuge & dry .Packing Flow diagram :- Glyoxylic acid (50%)-565 kg NaoH+ Water-200 kg+200kg Reactor Guaithol+ water -500kg+450 kg NaoH+ Water-200 kg+200kg Reactor NaHSO4 SALT - 1100kg 50% H2SO4-2000kg Effluent - 1900kg Centrifuge & dry NaoH-200 kg Oxygen -50 kg Methanol -1000 kg Copper oxide -50 kg Reactor Water -500 kg Recover of methanol -950 kg 50% H2SO4 -1000 kg Reactor NaHSO4 SALT - 550kg Centrifuge Recover water - 900kg Loss -20 kg & dry Product-500kg Effluents - 745kg Mass Balance :- INPUT QTY OUTPUT QTY Glyoxylic acid(50%) 565 kg Product 500 kg Guaithol 500 kg Recover methanol 950 kg NaoH 600 kg effluent 3545 kg 50 %H2SO4 3000kgs NaHso4 salt 1650 KG WATER 900 kgs Methanol 1000 kg loss 20 kg Copper oxide 50 kg Oxygen 50 kg TOTAL 6665 KG 6665 KG 125)3,4-methylenedioxy Benzaldehyde(Piperonal) (CAS Number 120- 57-0) ROS :- O 2NaoH (40) O CHO O O TOLUENE + + 2NaHSO4 + 2H2O HOOC 2H2SO4 (18) (98) 120gm/mole OH 1,2 -dimethylene glyoxylic acid dioxy benzene HOOC 78 122 3,4-methlene dioxy mandelic acid 182 METHANOL NaoH O2 GAS (40) H2SO4 (98) O O NaHSO4 + +CO2(44)+2H2O(18) 120gm/mole CHO 3,4-methylenedioxy Benzaldehyde 150 Process :- Take 50 % glyoxylic acid & water in reactor. drop wise addition of 50 % sodium hydroxide solution at 10-20 C & Take 1,2-methylene dioxy benzene & water in reactor. drop wise addition of 50 % sodium hydroxide solution at 10-20 C . In this solution above solution at 10-20 C. Stir for 27 hrs at 10-20C. Set PH-4-5 By 50 % H2SO4 . centrifuge & dry .Take above stage , methanol , copper oxide & NaoH in reactor. Hetaing to reflux. Oxygen gas passed for 24 hrs. distilled solvent. Charge water set ph-1-2 by50 % H2SO4 . stir for at 0-10 C. centrifuge & dry .Packing Flow diagram :- Glyoxylic acid (50%)-600 kg NaoH+ Water-200 kg+200kg Reactor 1,2 -methylene dioxy benzene + water -476kg+450 kg NaoH+ Water-200 kg+200kg Reactor NaHSO4 SALT - 1100kg 50% H2SO4-2000kg Effluent - 1900kg Centrifuge & dry NaoH-200 kg Oxygen -50 kg Methanol -1000 kg Copper oxide -50 kg Reactor Water -500 kg Recover of methanol -950 kg 50% H2SO4 -1000 kg Reactor NaHSO4 SALT - 550kg Centrifuge Effluent - 900kg Loss -20 kg & dry Effluents - 756kg Product-500kg Mass Balance :- INPUT QTY OUTPUT QTY Glyoxylic acid(50%) 600 kg Product 500 kg 1,2-methylene dioxy benzene 476 kg Recover methanol 950 kg NaoH 600 kg Effluent 3556 kg 50 %H2SO4 3000kgs NaHso4 salt 1650 KG WATER 900 kgs loss 20 kg Methanol 1000 kg Copper oxide 50 kg Oxygen 50 kg TOTAL 6676 KG 6676 KG 37 126) ROS :- 1-[3-(benzyloxy)propyl]-5-formylindoline-7-Carbonitrile CHO CHO CuCN(89.56) N + CuBr N dimetylformamide 143.45 CN Br O O C6H5 C6H5 1-[3-(benzyloxy)propyl]-7-bromo 1-[3-(benzyloxy)propyl]-5-formylindoline indoline-5-Carbaldehyde -7-Carbonitrile 20 20 2 2 MF:-C 19 H20 BrNO 2 MF:-C H N O FW:-374.271 FW:-320.385 Manufacturing Process :- Reaction of 1-[3-(benzyloxy)propyl]-7-bromoindoline-5-Carbaldehyde(brom.indo) with copper(I)cyanide in dimetylformamide ,further upon work up will give crude 1-[3- (benzyloxy)propyl]-5-formylindoline-5-Carbonitrile (cyano aldehyde). Finally purification of crude will give pure 1-[3-(benzyloxy)propyl]-5-formylindoline-7-Carbonitrile (cyano aldehyde). NAME OF Raw material :- 1) - 1-[3-(benzyloxy)propyl]-7-bromoindoline-5-Carbaldehyde 2)- DMF 3) - Coppercyanide 4)- Methanol Flow diagram :- 1-[3-(benzyloxy)propyl]-7- DMF 1000 kg bromoindoline-5-Carbaldehyde 625 kg Coppercyanide 150 kg Reactor Efflu ent -300 kg Centrifuge Recovery of DMF -950 kg Salt 120 kg Technical Dry wt 510 kg Technical 510 kg Methanol 10 00 kg Reactor Recovery of Methanol -950 kg Loss-35 kg Centrifuge Residue 40 kg Dry wt 500 kg 1-[3-(benzyloxy)propyl]-5-formylindoline-7-Carbonitrile INPUT kg OUTPUT kg 1-[3-(benzyloxy)propyl]-7- 625 Effluent 300 bromoindoline-5-Carbaldehyde DMF 1000 Recovery of DMF 950 Coppercyanide 150 Salt 120 Methanol 1000 Recovery of Methanol 950 Residue 40 Product 500 loss 35 TOTAL 2775 2775 127)ROS :- dimethyl formamide di-tert- butyl Acetal Step :-1 H C O O 3 H3C N CHO N CHO . H C OS O + H3C OS O 3 H3C H C O 3 O H C N, N Di-methyl formamide H3C 3 MOL FOR :- C 3H7NO Dimethyl sulfate DMF.DMS Complex MOL WT :- 73 gm/mole MOL FOR :- C 2H6O4S MOL FOR :- C 2H6O4S MOL WT :- 126 gm/mol MOL WT :- 199 gm/mole Step :-2 CH3 tert-Butanol H3C O (74.21) N H C H3C 3 H3C CH3 N CHO . H3C OS O + OK O O CH H C H C 3 3 O H C 3 3 CH CH3 H3C 3 CH3 Potassium-tert -butoxide dimethyl formamide di-tert- DMF.DMS Complex butyl Acetal MOL FOR :- C 4H9OK MOL FOR :- C 2H6O4S MOL FOR :- C 11 H25 O2 N MOL WT :- 112.21 gm/mole MOL WT :- 199 gm/mole MOL WT :- 203.52 gm/mole O H3C OS O + KOH(56) O H3C MOL WT :- 126 gm/mol Manufacturing Process :- Take DMF in Rector and drop wise addition DMS for 3-hrs at RT.
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