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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1867316Generated: November 2, 2026

Hydrochloric Acid → N-(3-acetyl-5-benzyloxy-2-hydroxyphenyl)-2-bromo-2-methylpropionamide

https://huagongshe.com/reaction/1867316

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantEthyl AcetateHCID 8857—
Reactant2-Bromo-2-methylpropanoyl chlorideHCID 11106049—
Reactant1-(3-Amino-5-(benzyloxy)-2-hydroxyphenyl)ethanoneHCID 21072822—
SolventPyridineHCID 1049—
ProductN-(3-acetyl-5-benzyloxy-2-hydroxyphenyl)-2-bromo-2-methylpropionamideHCID 21072865—

Reaction Steps

4.64 g (25 mmol) of 2-bromo-2-methylpropionyl chloride are added dropwise to a solution of 5.15 g (20 mmol) of 1-(3-amino-5-benzyloxy-2-hydroxyphenyl)ethanone in 20 mL of pyridine at 5° C.-20° C. After the addition has ended, the mixture is stirred for 15 minutes, combined with ice water and 100 mL of ethyl acetate and acidified with concentrated hydrochloric acid. The organic phase is separated off, washed with water, and dried with sodium sulfate. After the solvent has been distilled off, the residue is crystallized from a diethyl ether/petroleum ether mixture. Yield: 6.8 g (84%); melting range: 88° C.-90° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07632834B2
Source datasetuspto-grants-2009_12
ORD IDord-ab7df5caa0264b8f862df1299032a13f
Source noteuspto-grants-2009_12