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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 499878Generated: November 1, 2026

Methanol → HCID 11995949, compound

https://huagongshe.com/reaction/499878

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantHexaneHCID 8058—
ReactantBoron tribromideHCID 25134—
ReactantHCID 23116478HCID 23116478—
SolventDichloromethaneHCID 6344—
ProductHCID 11995949HCID 1199594961%

Reaction Conditions

Temperature-78 °C

Reaction Steps

Methyl 3,5-diallyloxy-2-(4-methoxybenzoyl)phenyl-acetate (100 mg, 0.25 mmol) obtained in Example 15, Step 1 was dissolved in dichloromethane (10 mL). After the solution was cooled to −78° C., a 1.0 mol/L solution of boron tribromide in hexane (0.50 mL, 0.5 mmol) was added thereto, followed by stirring at −78° C. for 30 minutes. To the reaction mixture were successively added methanol and a saturated aqueous solution of sodium hydrogencarbonate, followed by extraction with chloroform. The organic layer was dried over anhydrous sodium sulfate and then concentrated under reduced pressure. The resulting residue was purified by preparative thin layer chromatography (chloroform/methanol=20/1) to obtain Compound 18 (54 mg, 61%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07767693B2
Source datasetuspto-grants-2010_08
ORD IDord-c2b18a7a9d2b4010941510125b2dfbb8
Source noteuspto-grants-2010_08