Ethyl 2-aminobenzoate → HCID 53833415, compound

HRID 864746Notes

Reaction equation

HRID 864746 reaction equation
[NH2:1][C:2]1[CH:12]=[CH:11][CH:10]=[CH:9][C:3]=1[C:4]([O:6][CH2:7][CH3:8])=[O:5].[CH2:13](Cl)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH2:13]([N:1]([C:2]1[CH:12]=[CH:11][CH:10]=[CH:9][C:3]=1[C:4]([O:6][CH2:7][CH3:8])=[O:5])[CH2:4][C:3]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:2]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

5

Reactant 3

HCID 6877Ethyl 2-aminobenzoateHCID 7503Benzyl ChlorideHCID 11430Potassium Carbonate

Product 1

HCID 53833415HCID 53833415, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Reaction of ethyl 2-aminobenzoate with two molar equivalents of benzyl Chloride in acetone in the presence of potassium carbonate affords ethyl 2-(N,N-dibenzylamino)-benzoate which, on saponification in aqueous ethanolic potassium hydroxide and isolation of the product from a neutral medium, affords 2-(N,N-dibenzylamino)benzoic acid.

Sources & evidence

ORD record
ord-687d8559e68e4f988c5b2e27a81f28ec
Source dataset
uspto-grants-1996_10
Patent number
US05563163

Reaction notes

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