Acetaldehyde → Benzoic acid, 4-(ethylamino)-, ethyl ester

HRID 1276099Notes

Reaction equation

HRID 1276099 reaction equation
[NH2:1][C:2]1[CH:12]=[CH:11][C:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])=[CH:4][CH:3]=1.C([BH3-])#N.[Na+].Cl.[CH:18](=O)[CH3:19]>CO>[CH2:18]([NH:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])=[CH:11][CH:12]=1)[CH3:19]

Participants

6

Reactant 4

HCID 177AcetaldehydeHCID 313Hydrochloric AcidHCID 2337BenzocaineHCID 5003444Sodium cyanoborohydride

Product 1

HCID 170628Benzoic acid, 4-(ethylamino)-, ethyl ester

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 5 g of ethyl 4-aminobenzoate in 100 ml of methanol, 0.74 ml of acetaldehyde, 1.89 g of sodium cyanoborohydride and 2.1 ml of hydrochloric acid 23% were added.

Sources & evidence

ORD record
ord-e04bb98d7443472b95896629cd98fb19
Source dataset
uspto-grants-2000_12
Patent number
US06165980

Reaction notes

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