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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1733987Generated: October 31, 2026

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

https://huagongshe.com/reaction/1733987

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 numberUS05532235
Source datasetuspto-grants-1996_07
ORD IDord-ac73df7dc570411ab116d61bcd614b8c
Source noteuspto-grants-1996_07