1-Bromo-3-methylbutane → Thiophene, 2-isopentyl-

HRID 235093

반응식

HRID 235093 반응식
[CH2:1](Br)[CH2:2][CH:3]([CH3:5])[CH3:4].[Li][C:8]1[S:9][CH:10]=[CH:11][CH:12]=1>O>[CH3:4][CH:3]([CH3:5])[CH2:2][CH2:1][C:8]1[S:9][CH:10]=[CH:11][CH:12]=1

참가 물질

4

반응물 2

HCID 78911-Bromo-3-methylbutaneHCID 178418439HCID 178418439, 화합물

생성물 1

HCID 117899Thiophene, 2-isopentyl-수율 88.1%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
0 °C

실험 절차

Isopentyl bromide (Aldrich, 8 g, 53mmol) was added to 53 mL of an ice-cooled solution of lithiothiophene (1.0M in THF, 53 mmol). The reaction was stirred at 0° C. for 2 hours, at room temperature for 16 hours, and poured into water, then the mixture was extracted with hexane. The organic layer was dried and concentrated, and the residue was purified by column chromatography on silica gel, eluting with hexane, to give 7.2 g (88% yield) of the title compound as a colorless oil. NMR (CDCl3) δ:7.10 (dd, J=1, 6 Hz, 1H), 6.90 (dd, J=4, 6 Hz, 1H), 6.78 (dd, J=1, 4 Hz, 1H), 2.84 (t, J=8 Hz, 2H), 1.7-1.5 (m, 3H), 0.94 (d, J=6 Hz, 6H).

후처리

  1. extractionthe mixture was extracted with hexane
  2. customThe organic layer was dried
  3. concentrationconcentrated
  4. customthe residue was purified by column chromatography on silica gel
  5. washeluting with hexane

출처 및 근거

ORD 기록
ord-524b9e03480a4f4b83c07433c4943f12
출처 데이터셋
uspto-grants-1997_01
특허 번호
US05597832

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