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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1646295Generated: November 1, 2026

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

https://huagongshe.com/reaction/1646295

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 numberUS05179125
Source datasetuspto-grants-1993_01
ORD IDord-d23eb321a0724ec8a37e83450ddfdc9f
Source noteuspto-grants-1993_01