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

HRID 549510

반응식

HRID 549510 반응식
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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-99c9cfe783294f808c34d76816e5b6dd
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07943715B2

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