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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 976398Generated: October 29, 2026

Methyl 4-aminobenzoate → Methyl 4-[[2-(Phenylmethyl)benzoyl]amino]benzoate

https://huagongshe.com/reaction/976398

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 4-aminobenzoateHCID 12082—
ReactantDiisopropylethylamineHCID 81531—
Reactant2-Benzylbenzoyl chlorideHCID 12682362—
SolventDichloromethaneHCID 6344—
ProductMethyl 4-[[2-(Phenylmethyl)benzoyl]amino]benzoateHCID 876509472.8%

Reaction Steps

To 3.03 g of methyl 4-aminobenzoate and 3.12 g of N,N-diisopropylethylamine in 75 ml of methylene chloride is added 5.54 g of 2-(phenylmethyl)benzoyl chloride and the reactants stirred at room temperature for 18 hours. The reaction mixture is washed with water, saturated aqueous NaHCO3 and the organic layer dried (Na2SO4). The organic layer is passed through hydrous magnesium silicate two times and hexane added to the filtrate at the boil to give 5.04 g of the desired product as a crystalline solid, m.p. 138°-139° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05612334
Source datasetuspto-grants-1997_03
ORD IDord-f607d2dba835425d9d62b4e152ee44a2
Source noteuspto-grants-1997_03