Imidazole → 4-(Tert-butyldimethylsiloxy)-1,6-heptadiene

HRID 549510

反応式

HRID 549510 の反応式
N1C=CN=C1.[CH2:6]=[CH:7][CH2:8][CH:9]([OH:13])[CH2:10][CH:11]=[CH2:12].[Si:14](Cl)([C:17]([CH3:20])([CH3:19])[CH3:18])([CH3:16])[CH3:15]>O>[O:13]([CH:9]([CH2:10][CH:11]=[CH2:12])[CH2:8][CH:7]=[CH2:6])[Si:14]([C:17]([CH3:20])([CH3:19])[CH3:18])([CH3:16])[CH3:15]

参加物

5

反応物 3

HCID 795ImidazoleHCID 17902Hepta-1,6-dien-4-olHCID 28928tert-Butyldimethylsilyl chloride

生成物 1

HCID 109332024-(Tert-butyldimethylsiloxy)-1,6-heptadiene収率 30%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
0 °C

実験手順

There were supplied 6.5 g of imidazole manufactured by Wako Pure Chemical Industries, Ltd. to a 100 mL-two neck flask, and thereto, 50 mL of anhydrous N,N-dimethylformaide manufactured by Wako Pure Chemical Industries, Ltd., and 5.78 mL of 1,6-heptadien-4-ol manufactured by Aldrich Chemical Company were added. The obtained mixture was cooled down to 0° C. To the mixture, 6.5 g of tert-butyldimethylsilyl chloride manufactured by Tokyo Chemical Industry Co., Ltd. were added, and the resultant mixture was stirred for 12 hours at a room temperature. Then, an excess amount of water was added thereto, thereby terminating the reaction. A product contained in the reaction mixture was extracted with hexane, and the obtained organic extract was dried over anhydrous sodium sulfate manufactured by Nacalai Tesque, Inc. The dried hexane solution was distilled in vacuo, thereby obtaining 2.88 g (yield: 30%) of 4-(tert-butyldimethylsiloxy)-1,6-heptadiene as clear colorless oil.

後処理

  1. additionwere added
  2. additionwere added
  3. customterminating
  4. customthe reaction
  5. extractionwas extracted with hexane
  6. extractionthe obtained organic extract
  7. dry with materialwas dried over anhydrous sodium sulfate
  8. distillationThe dried hexane solution was distilled in vacuo

出典と根拠

ORDレコード
ord-99c9cfe783294f808c34d76816e5b6dd
出典データセット
uspto-grants-2011_05
特許番号
US07943715B2

関連ノート

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