Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1860622Generated: November 1, 2026

Water → (2,5-Dimethylpyrrol-1-yl)-5-bromobenzofuran-2-yl-methanone

https://huagongshe.com/reaction/1860622

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant2,5-DimethylpyrroleHCID 12265—
ReactantSodium hydrideHCID 24758—
Reactant5-Bromobenzo[b]furan-2-carbonyl chlorideHCID 2795534—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Product(2,5-Dimethylpyrrol-1-yl)-5-bromobenzofuran-2-yl-methanoneHCID 992700444%

Reaction Conditions

Temperature50 °C

Reaction Steps

0.3 g of sodium hydride (60% suspension in paraffin oil) is introduced into 10 ml of THF and 0.5 mL [sic] of 2,5-dimethylpyrrole in 10 ml of THF is added dropwise (5 minutes). After stirring at 50° C. for 1 hour, a reddish suspension is present. 1.3 g of 5-bromobenzofuran-2-carbonyl chloride in 10 ml of THF is [sic] added dropwise at 25° C. (5 minutes) and the mixture is subsequently stirred for 2 hours. The addition of 100 ml of completely deionized water and 100 ml of ethyl acetate follows. The separated organic phase was additionally washed 2× with 100 ml of water and concentrated in vacuo. After chromatography on silica gel (eluent heptane/ethyl acetate 4:1), the residual oil gives 700 mg of yellow crystals (yield 44%), m.p. 115-116°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06531503B1
Source datasetuspto-grants-2003_03
ORD IDord-ac4e658717914856a5b3bc3aa164c6b2
Source noteuspto-grants-2003_03