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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1394603Generated: October 26, 2026

Water → 2-Acetyl-4-(2-ethoxy-3,5-di-iso-propylphenyl)-benzo[b]thiophene

https://huagongshe.com/reaction/1394603

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CarbonateHCID 10340—
Reactant2-Acetyl-4-iodo benzo[b]thiopheneHCID 17952706—
Reactant(2-Ethoxy-3,5-diisopropylphenyl)-boronic acidHCID 18504242—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
SolventTolueneHCID 1140—
Product2-Acetyl-4-(2-ethoxy-3,5-di-iso-propylphenyl)-benzo[b]thiopheneHCID 17952747—

Reaction Steps

A mixture of 1.08 mmol of 3,5-di-iso-propyl-2-ethoxy phenylboronic acid, 1.62 mmol of 2-acetyl-4-iodo benzo[b]thiophene (see Example 14, step A) and 62 mg (0.05 mmol) of Pd(PPh3)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-4-(2-ethoxy-3,5-di-iso-propylphenyl)-benzo[b]thiophene.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07348359B2
Source datasetuspto-grants-2008_03
ORD IDord-fbc94cba539c41fd93bad8dedf7f22af
Source noteuspto-grants-2008_03