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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2412402Generated: October 30, 2026

Diethyl Ether → 2(3H)-Benzoxazolone

https://huagongshe.com/reaction/2412402

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
Reactant2-AminophenolHCID 5801—
ReactantEthyl chloroformateHCID 10928—
SolventPyridineHCID 1049—
Product2(3H)-BenzoxazoloneHCID 6043—

Reaction Conditions

Temperature180 °C

Reaction Steps

38.4 cc (0.4 mol) of ethyl chloroformate are added, at a temperature between 0° and 10° C., to a solution of 38.4 g (0.35 mol) of o-aminophenol in 150 cc of pyridine. When the addition has ended, the reaction mixture is stirred for a further 2 hours and then poured into 1.5 liters of diethyl ether. The precipitate is filtered off. The ether in the filtrate is evaporated off on a rotary evaporator. The residue is heated to 180° C. in order to distill off the pyridine. After cooling, the residue is recrystallized from ethyl acetate. The melting point of the obtained compound is 136° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04492709
Source datasetuspto-grants-1985_01
ORD IDord-0d594b775ad04cd89a6ba327c71a63e7
Source noteuspto-grants-1985_01