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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1172829Generated: October 28, 2026

Heptane → 6-Chloro-3-[4-(4-chlorophenoxy)-2-propylphenyl]-1,2-benzisoxazol-5-ol

https://huagongshe.com/reaction/1172829

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHeptaneHCID 8900—
ReactantBoron tribromideHCID 25134—
ReactantSodium BicarbonateHCID 516892—
Reactant6-Chloro-3-[4-(4-chlorophenoxy)-2-propylphenyl]-5-methoxy-1,2-benzisoxazoleHCID 68692116—
SolventDichloromethaneHCID 6344—
Product6-Chloro-3-[4-(4-chlorophenoxy)-2-propylphenyl]-1,2-benzisoxazol-5-olHCID 68691100—

Reaction Conditions

Temperature25 °C

Reaction Steps

To a solution of the product from Step 5 (0.82 g, 1.9 mmol) in dichloromethane (15 mL) cooled at 0° C. was added a solution of boron tribromide in heptane (1.0 M, 3.8 mL, 3.8 mmol). The reaction was stirred at 25° C. for 30 min and then poured into aqueous sodium bicarbonate. The aqueous layer was extracted with ethyl acetate. The combine organic phase was washed with brine, dried over magnesium sulfate and concentrated. The residue was purified by chromatography on silica gel to give the title product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07834036B2
Source datasetuspto-grants-2010_11
ORD IDord-5bb5df3d398c441bb3fd8c1a25264100
Source noteuspto-grants-2010_11