Prop-2-en-1-yl 3-nitrobenzoate → Allyl 3-aminobenzoate
Reaction equation
[CH2:1]([O:4][C:5](=[O:15])[C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([N+:12]([O-])=O)[CH:7]=1)[CH:2]=[CH2:3]>CO.[Co]=S>[CH2:1]([O:4][C:5](=[O:15])[C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([NH2:12])[CH:7]=1)[CH:2]=[CH2:3]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
478 g of 3-nitrobenzoic acid allyl ester are hydrogenated in 2 l of methanol at 110° C and 30-50 bars of H2 in the presence of 60 g of a cobalt sulphide paste which contains 30% of CoS3. The absorption of H2 has ceased in 2 hours. After cooling, 30 g of NaHCO3 are added to the methanol solution which contains the suspended catalyst and the mixture is stirred for 10 minutes and filtered. Distillation gives 366 g of 3-aminobenzoic acid allyl ester, boiling point 0.35 = 135° C; ND20 = 1.5657.