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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2376528Generated: October 31, 2026

Water → HCID 23114199, compound

https://huagongshe.com/reaction/2376528

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBoron tribromideHCID 25134—
ReactantHCID 23114260HCID 23114260—
SolventDichloromethaneHCID 6344—
ProductHCID 23114199HCID 2311419996.2%

Reaction Steps

To a solution of N-(3-(4-isopropyl-3-methoxyphenyl)-4,6,7-trimethyl-2,3-dihydro-1-benzofuran-5-yl)-3,3-dimethylbutanamide (500 mg, 1.18 mmol) obtained in Example 185 in dichloromethane (5 mL) was added dropwise at −70° C. under an argon atmosphere boron tribromide (1.0 M, dichloromethane solution, 2.36 mL, 2.36 mmol) and the resulting mixture was gradually warmed to room temperature. Water was added to the reaction solution and the product was extracted with ethyl acetate. The combined organic layers were washed with an aqueous saturated sodium hydrogen carbonate solution, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to obtain 465 mg (yield: 96%) of the title compound. Melting point: 220-221° C. (ethyl acetate-hexane).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07465815B2
Source datasetuspto-grants-2008_12
ORD IDord-add840e8c50d4f25b8164c9749bf32d2
Source noteuspto-grants-2008_12