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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 270646Generated: October 26, 2026

Hexane → 2-(2-Bromoethyl)-3-(bromomethyl)thiophene

https://huagongshe.com/reaction/270646

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHexaneHCID 8058—
ReactantEthyl AcetateHCID 8857—
Reactant2-(3-Hydroxymethylthiophen-2-yl)ethanolHCID 11182761—
ReactantTriphenylphosphane dibromideHCID 12890784—
SolventDichloromethaneHCID 6344—
Product2-(2-Bromoethyl)-3-(bromomethyl)thiopheneHCID 6931172280.8%

Reaction Steps

2.0 g of the compound obtained in Example 2 was dissolved in 40 mL of dichloromethane, and the resulting solution was cooled to below 5° C. 13.4 g of triphenylphosphine dibromide was added thereto, and the resulting mixture was warmed to room temperature, stirred for 4 hours, and concentrated by evaporation under reduced pressure. To the residue, 5 mL of ethyl acetate and then 15 mL of n-hexane were added. The resulting mixture was stirred for 1 hour at room temperature and 2 hours at below 5° C., filtered and condensed under reduced pressure. The residue was subjected to silica gel column chromatography (eluent, n-hexane:ethyl acetate=10:1) to obtain 2.9 g (yield of 80%) of the title compound as a yellowish oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07449580B2
Source datasetuspto-grants-2008_11
ORD IDord-7b9e97b820d749ef97db4a66cf0bbc7f
Source noteuspto-grants-2008_11