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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1394585Generated: November 1, 2026

Ethanol → 2-Acetyl-7-(3,5-diisopropyl-2-propoxyphenyl)-benzo[b]furan

https://huagongshe.com/reaction/1394585

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantWaterHCID 962—
ReactantSodium CarbonateHCID 10340—
Reactant2-Propoxy-3,5-diisopropyl-phenylboronic acidHCID 12144012—
SolventTolueneHCID 1140—
Product2-Acetyl-7-(3,5-diisopropyl-2-propoxyphenyl)-benzo[b]furanHCID 17952730—

Reaction Steps

A mixture of 1.08 mmol of (3,5-diisopropyl-2-propoxy-phenyl)-boronic acid, 498 mg (1.62 mmol) of 2-acetyl-7-trifluoromethanesulfonate benzo[b]furan (see Example 4, step A) and 62 mg (0.05 mmol) of Pd(Ph3)4, 1 mL of 2N aqueous sodium carbonate in 9 mL of toluene and 4 mL ethanol was heated to reflux. After complexion (TLC), water was added and the solution was extracted with ethyl acetate. The organic layer is dried over MgSO4 and after evaporation of the solvents, the crude oil was purified over a short silica plug (eluent: 10/90=ethyl acetate/hexane) to afford 2-acetyl-7-(3,5-diisopropyl-2-propoxyphenyl)-benzo[b]furan as a clear yellow pasty solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07348359B2
Source datasetuspto-grants-2008_03
ORD IDord-7bcad0ce85c549f58d3d77542cae7dfd
Source noteuspto-grants-2008_03