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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1888709Generated: November 1, 2026

Dichloromethane → HCID 136167104, compound

https://huagongshe.com/reaction/1888709

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantEthyl AcetateHCID 8857—
ReactantBoron tribromide dichloromethaneHCID 22277759—
ReactantHCID 58047331HCID 58047331—
SolventTolueneHCID 1140—
ProductHCID 136167104HCID 136167104100.2%

Reaction Steps

To a suspension of N-[1-(6-methoxy-1,2-benzisoxazol-3-yl)ethyl]acetamide (500 mg, 2.13 mmol) obtained in Reference Example 9 in toluene (10 mL) was added 1 M boron tribromide methylene chloride solution (6.40 mL, 6.40 mmol) under ice-cooling and, under a nitrogen atmosphere, the mixture was stirred at room temperature for 1 hr. Methylene chloride (5 mL) and 1 M boron tribromide methylene chloride solution (5.00 mL, 5.00 mmol) were added thereto at room temperature, and the mixture was stirred under heating at 50° C. for 16 hr. To the reaction mixture was added ethyl acetate, and the mixture was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to give the title compound (470 mg, quantitative) as an oil. This was used for the next step without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08501804B2
Source datasetuspto-grants-2013_08
ORD IDord-692284e77b58450d8b3a2b038a470555
Source noteuspto-grants-2013_08