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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1484884Generated: October 26, 2026

2-Acetyl-5-bromothiophene → 5-Bromo-alpha,alpha-dimethyl-2-thiophenemethanol

https://huagongshe.com/reaction/1484884

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Acetyl-5-bromothiopheneHCID 79335—
ReactantHCID 178418573HCID 178418573—
SolventDiethyl EtherHCID 3283—
Product5-Bromo-alpha,alpha-dimethyl-2-thiophenemethanolHCID 2271430289.1%

Reaction Steps

To the solution of 1-(5-bromothiophen-2-yl)ethanone (2.05 g, 10 mmol, 1 eq) in ether (20 mL) was added methylmagnesium bromide (11 mL, 11 mmol, 1.1 eq) dropwise at ice-bath. After 0.5 h, the reaction mixture was allowed to stand at room temperature for 1.5 h. Then, the reaction was quenched with saturated aqueous NH4Cl, washed with brine, dried (Na2SO4), and evaporated to afford 2-(5-bromothiophen-2-yl)propan-2-ol (1.97 g, 89%). LC-MS (m/z)=211 [M+]H+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09422271B2
Source datasetuspto-grants-2016_08
ORD IDord-d700dd36c03f429a83033e0602d19d26
Source noteuspto-grants-2016_08