2-Acetyl-5-bromothiophene → 5-Bromo-alpha,alpha-dimethyl-2-thiophenemethanol
반응식
[C:1]([C:4]1[S:5][C:6]([Br:9])=[CH:7][CH:8]=1)(=[O:3])[CH3:2].[CH3:10][Mg]Br.C1(C)C=CC=CC=1.C1COCC1>C1COCC1>[Br:9][C:6]1[S:5][C:4]([C:1]([OH:3])([CH3:10])[CH3:2])=[CH:8][CH:7]=1참가 물질
5
반응 조건
- 온도
- -10 °C
실험 절차
To a solution of 2-acetyl-5-bromothiophene in THF (2.5 mL/mmol) at −30° C. was added 1.4M methylmagnesium bromide in 3:1 toluene-THF (1.5 eq) and the resulting mixture was warmed to −10° C. and stirred for 1.5 hours. After quenching with saturated aqueous ammonium chloride solution, the mixture was partitioned between ether and water. The organic fraction was dried and evaporated, and the crude material was chromatographed on silica gel eluting with a 1:4 mixture of ether and hexane to afford the 2-bromo-5-(1-hydroxy-1-methylethyl)thiophene compound.
후처리
- customAfter quenching with saturated aqueous ammonium chloride solution
- customthe mixture was partitioned between ether and water
- customThe organic fraction was dried
- customevaporated
- customthe crude material was chromatographed on silica gel eluting with a 1:4 mixture of ether and hexane
출처 및 근거
- ORD 기록
- ord-1e0a865ae353492d95932dc9687937af
- 출처 데이터셋
- uspto-grants-2004_06
- 특허 번호
- US06743802B2
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