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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1944081Generated: November 1, 2026

Boron tribromide → HCID 52914599, compound

https://huagongshe.com/reaction/1944081

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBoron tribromideHCID 25134—
ReactantHCID 52914598HCID 52914598—
SolventWaterHCID 962—
SolventDiethyl EtherHCID 3283—
SolventDichloromethaneHCID 6344—
ProductHCID 52914599HCID 5291459999.4%

Reaction Conditions

Temperature-15 °C

Reaction Steps

To a solution of Acetic acid (5S,6S,7R,8S)-7,8-diacetoxy-5-[4-chloro-3-(4-ethoxy-benzyl)-phenyl]-4-oxa-spiro[2.5]oct-6-yl ester (300 mg, 0.56 mmole) in dry dichloromethane (5 mL), BBr3 (0.54 mL, 5.6 mmole) was added at −78° C. and stirred at −15° C. for 1 hour. The reaction mixture was diluted with diethyl ether (5.0 mL), stirred for 30 min. and further diluted with water (15 mL) and extracted with DCM (2×50 mL) to furnish 280 mg of Acetic acid (5S,6S,7R,8S)-7,8-diacetoxy-5-[4-chloro-3-(4-hydroxy-benzyl)-phenyl]-4-oxa-spiro[2.5]oct-6-yl ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08394772B2
Source datasetuspto-grants-2013_03
ORD IDord-79c94ac951494255bf879476874087e1
Source noteuspto-grants-2013_03