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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 27245Generated: October 29, 2026

Hydrochloric Acid → N-benzyl-3-(2-hydroxyethyl)-2-biphenylcarboxamide

https://huagongshe.com/reaction/27245

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantBenzylamineHCID 7504—
Reactant1-Phenylmethanamine--hydrogen bromide (1/1)HCID 12998568—
Reactant3,4-Dihydro-8-phenylisocoumarinHCID 23344366—
ProductN-benzyl-3-(2-hydroxyethyl)-2-biphenylcarboxamideHCID 23344336—

Reaction Conditions

Temperature160 °C

Reaction Steps

A mixture of 7.84 parts of 3,4-dihydro-8-phenylisocoumarin and 8 parts of benzylamine hydrobromide in 40 parts by volume of benzylamine is stirred at about 160° C. for about 4 hours. The reaction solution is then cooled and poured into 500 parts by volume of 5% hydrochloric acid. The oil which separates is extracted into methylene chloride and the extracts are washed with several portions of 5% hydrochloric acid, water, dried over anhydrous magnesium sulfate and the solvent removed to give, as a solid, N-benzyl-3-(2-hydroxyethyl)-2-biphenylcarboxamide. The solid is recrystallized from a mixture of chloroform and hexane to give white flocculant crystals melting at about 129°-130° C. This compound has the following formula ##STR13##

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04220778
Source datasetuspto-grants-1980_09
ORD IDord-f18e2c3b068e4388813cd516dedeb43d
Source noteuspto-grants-1980_09