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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 29815Generated: October 29, 2026

Hydrochloric Acid → 7-Acetyl-5-(benzyloxy)-1,3-benzoxazol-2(3H)-one

https://huagongshe.com/reaction/29815

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantPhosgeneHCID 6371—
Reactant1-(3-Amino-5-(benzyloxy)-2-hydroxyphenyl)ethanoneHCID 21072822—
SolventPyridineHCID 1049—
Product7-Acetyl-5-(benzyloxy)-1,3-benzoxazol-2(3H)-oneHCID 21072858—

Reaction Conditions

Temperature50 °C

Reaction Steps

52 g (0.53 mol) phosgene are piped into a solution of 121 g (0.47 mol) 1-(3-amino-5-benzyloxy-2-hydroxy-phenyl)-ethanone in 800 mL pyridine at 20 to 40° C. The reaction mixture is heated to 50° C. for 2 hours, then poured onto ice and acidified with conc. hydrochloric acid. A reddish-brown solid is isolated which is repeatedly recrystallised from ethanol with the addition of activated charcoal.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07423036B2
Source datasetuspto-grants-2008_09
ORD IDord-59174d073201402aaefbbf8df9f5083e
Source noteuspto-grants-2008_09