Water → 2-Hexylthiophene

HRID 384239ノート

反応式

HRID 384239 の反応式
[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]

参加物

7

反応物 4

HCID 962WaterHCID 8030ThiopheneHCID 81011-BromohexaneHCID 178418339Butyllithium

生成物 1

HCID 877932-Hexylthiophene収率 75%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 8058Hexane溶媒

反応条件

温度
0 °C

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-b440b94418404c5e87dfa632619d5aab
出典データセット
uspto-grants-2013_02
特許番号
US08367717B2

反応ノート

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