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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 851650Generated: October 26, 2026

p-Anisoyl chloride → 8-[4-Methoxy-N-(4-methoxyphenyl)-benzamido]-caprylic acid methyl ester

https://huagongshe.com/reaction/851650

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Anisoyl chlorideHCID 7477—
ReactantTriethylamineHCID 8471—
Reactant8-(4-Methoxyphenylamino)-caprylic acid methyl esterHCID 13025814—
SolventDiethyl EtherHCID 3283—
Product8-[4-Methoxy-N-(4-methoxyphenyl)-benzamido]-caprylic acid methyl esterHCID 53884173—

Reaction Steps

12 g (43 mmol) of 8-(4-methoxyphenylamino)-caprylic acid methyl ester are dissolved in 400 cc. of ether. 5.1 g (50 mmol) of triethylamine are added thereto. 7.3 g (43 mmol) of 4-methoxybenzoic acid chloride are added dropwise to the mixture with stirring and cooling with ice. After the addition, stirring is continued at 25° C. for 5 hours. The separated triethylamine-hydrochloride is filtered off with suction and the ethereal phase is washed in sequence with water, 5% bicarbonate solution, water, 2 n hydrochloric acid and water is dried over Na2SO4, and the solvent is distilled off. The crude product is used in the next step without any further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04386031
Source datasetuspto-grants-1983_05
ORD IDord-faf1e4a5fd024c2ea540906b1e8164f4
Source noteuspto-grants-1983_05