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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 33377Generated: October 29, 2026

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

https://huagongshe.com/reaction/33377

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) 2-bromo-2-methyl-propionyl chloride are added dropwise at 5 to 20° C. to a solution of 5.15 g (20 mmol) 1-(3-amino-5-benzyloxy-2-hydroxy-phenyl)-ethanone in 20 mL pyridine. After the addition has ended the mixture is stirred for 15 minutes, combined with ice water and 100 mL ethyl acetate and acidified with conc. hydrochloric acid. The organic phase is separated off, washed with water and dried with sodium sulphate. After the solvent has been distilled off the residue is crystallised from a diethyl ether/petroleum ether mixture.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07429583B2
Source datasetuspto-grants-2008_09
ORD IDord-2050f9e6eaf04ed689d426045a19745f
Source noteuspto-grants-2008_09