Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2216293Generated: October 30, 2026

Ethyl Acetate → HCID 21941647, compound

https://huagongshe.com/reaction/2216293

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 10460003HCID 10460003—
SolventDichloromethaneHCID 6344—
SolventBoron tribromideHCID 25134—
ProductHCID 21941647HCID 2194164780.8%

Reaction Steps

43.2 mg of (+)-6-[4-(5-bromo-2-methoxyphenyl)-2-hydroxy-4-methyl-2-(trifluoromethyl)valeroylamino]-4-methyl-2,3-benzoxazin-1-one in 2.5 ml of dichloromethane and 0.4 ml of 1 M boron tribromide in dichloromethane are stirred for 1.5 hours at 0° C. and mixed with ethyl acetate and sodium bicarbonate solution. The organic phase is washed with water, dried, concentrated by evaporation, and the residue is chromatographed on silica gel (hexane/ethyl acetate, 1.5+1). After crystallization from diisopropyl ether, 34 mg of (+)-6-[4-(5-bromo-2-hydroxyphenyl)-2-hydroxy-4-methyl-2-(trifluoromethyl)valeroylamino]-4-methyl-2,3-benzoxazin-1-one is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07112584B2
Source datasetuspto-grants-2006_09
ORD IDord-4d1fbd76c8e24ee68adbc27a29843fdb
Source noteuspto-grants-2006_09