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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1394607Generated: October 29, 2026

Water → 2-Acetyl-4-(2-n-butoxy-3,5-di-iso-propylphenyl)-5-fluorobenzo[b]thiophene

https://huagongshe.com/reaction/1394607

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CarbonateHCID 10340—
Reactant(2-Butoxy-3,5-diisopropylphenyl)-boronic acidHCID 17952696—
Reactant2-Acetyl-4-iodo-5-fluorobenzo[b]thiopheneHCID 17952776—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
SolventTolueneHCID 1140—
Product2-Acetyl-4-(2-n-butoxy-3,5-di-iso-propylphenyl)-5-fluorobenzo[b]thiopheneHCID 17952749—

Reaction Steps

A mixture of 1.08 mmol of 3,5-di-iso-propyl-2-n-butoxy phenylboronic acid, 1.62 mmol of 2-acetyl-4-iodo-5-fluorobenzo[b]thiophene 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-n-butoxy-3,5-di-iso-propylphenyl)-5-fluorobenzo[b]thiophene.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07348359B2
Source datasetuspto-grants-2008_03
ORD IDord-ca5612ba35774f0fbd51e8bffda2990c
Source noteuspto-grants-2008_03