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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 248688Generated: October 31, 2026

Benzyl Alcohol → Benzyl 3-(t-butyloxycarbonylamino)benzoate

https://huagongshe.com/reaction/248688

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl AlcoholHCID 244—
ReactantCyanomethyl 3-(t-butyloxycarbonylamino)benzoateHCID 8520682—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventTriethylamineHCID 8471—
ProductBenzyl 3-(t-butyloxycarbonylamino)benzoateHCID 1078244693%

Reaction Conditions

Temperature55 °C

Reaction Steps

A mixture of cyanomethyl 3-(t-butyloxycarbonylamino)benzoate (20 g), triethylamine (10.6 g), 4-dimethylaminopyridine (0.1 g) and benzyl alcohol (11.4 g) is stirred at a bath temperature of 55° C. for 15 hours. The reaction mixture is extracted with ethyl acetate (200 ml), and the extract is washed with water, and ethyl acetate is distilled off under reduced pressure. The residue is recrystallized from 80% aqueous acetonitrile solution to give the title compound (22.0 g, 93%) as white short needles.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05210266
Source datasetuspto-grants-1993_05
ORD IDord-88a61d90aae6470bbda5aa78e4360155
Source noteuspto-grants-1993_05