Water → 2-Hexylthiophene

HRID 384239

반응식

HRID 384239 반응식
[S:1]1[CH:5]=[CH:4][CH:3]=[CH:2]1.[Li]CCCC.[CH2:11](Br)[CH2:12][CH2:13][CH2:14][CH2:15][CH3:16].O>C1COCC1.CCCCCC>[CH2:11]([C:2]1[S:1][CH:5]=[CH:4][CH:3]=1)[CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]

참가 물질

7

반응물 4

HCID 962WaterHCID 8030ThiopheneHCID 81011-BromohexaneHCID 178418339Butyllithium

생성물 1

HCID 877932-Hexylthiophene수율 75%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 8058Hexane용매

반응 조건

온도
0 °C

실험 절차

To a cooled (−70° C.) mixture of thiophene (17.6 g, 0.21 mol) in anhydrous THF (100 mL) was added dropwise a solution of n-BuLi (137.5 ml, 1.6 M, 0.22 mol) in hexane. After stirring for 1 hour at 0° C., the mixture was cooled to −40° C. followed by addition of 1-hexylbromide (0.22 mol). The mixture was slowly heated to r.t. Water (250 mL) was added and the mixture was extracted with diethylether (3×150 mL). The combined organic fractions were dried over MgSO4 and concentrated in vacuo. The product was purified by means of vacuum distillation. This product was prepared according to the general procedure and obtained as a colourless oil (26.5 g, 75%).

후처리

  1. temperatureTo a cooled
  2. temperaturethe mixture was cooled to −40° C.
  3. temperatureThe mixture was slowly heated to r.t
  4. extractionthe mixture was extracted with diethylether (3×150 mL)
  5. dry with materialThe combined organic fractions were dried over MgSO4
  6. concentrationconcentrated in vacuo
  7. distillationThe product was purified by means of vacuum distillation
  8. customThis product was prepared

출처 및 근거

ORD 기록
ord-b440b94418404c5e87dfa632619d5aab
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08367717B2

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