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Imidazole → 1-Acetoxy-8-(dimethyl t-butylsilyl)oxy-3,7-dimethyl-2,6-octadiene

HRID 1707771
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HRID 1707771 반응식
[C:1]([O:4][CH2:5][CH:6]=[C:7]([CH3:15])[CH2:8][CH2:9][CH:10]=[C:11]([CH3:14])[CH2:12][OH:13])(=[O:3])[CH3:2].N1C=CN=C1.Cl[Si:22]([CH3:28])([CH3:27])[C:23]([CH3:26])([CH3:25])[CH3:24].O>CN(C)C=O>[C:1]([O:4][CH2:5][CH:6]=[C:7]([CH3:15])[CH2:8][CH2:9][CH:10]=[C:11]([CH3:14])[CH2:12][O:13][Si:22]([CH3:28])([CH3:27])[C:23]([CH3:26])([CH3:25])[CH3:24])(=[O:3])[CH3:2]
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참가 물질

6

반응물 4

HCID 795ImidazoleHCID 962WaterHCID 28928tert-Butyldimethylsilyl chlorideHCID 539043298-Acetoxy-2,6-dimethyl-2,6-octadien-1-ol

생성물 1

HCID 539786501-Acetoxy-8-(dimethyl t-butylsilyl)oxy-3,7-dimethyl-2,6-octadiene수율 75%

시약·촉매·용매 1

HCID 6228
Dimethylformamide
용매

실험 절차

8-Acetoxy-2,6-dimethyl-2,6-octadien-1-ol in dimethylformamide (4 ml) was stirred on an ice bath. To the solution were added imidazole (338 mg, 4.96 mmol) and chlorodimethyl t-butylsilane (410 mg, 2.73 mmol), and the mixture was stirred at room temperature for one hour. After addition of water (30 ml) to the reaction mixture, the product was extracted with hexane (20 mlx2). The extract was dried over MgSO4 and evaporated in vacuo to remove the solvent to give a residue, which was subjected to silica gel column chromatography to obtain 1-acetoxy-8-(dimethyl t-butylsilyl )oxy-3,7-dimethyl-2,6-octadiene (606 mg, 75% ) .

후처리

  1. extractionthe product was extracted with hexane (20 mlx2)
  2. dry with materialThe extract was dried over MgSO4
  3. customevaporated in vacuo
  4. customto remove the solvent
  5. customto give a residue, which

출처 및 근거

ORD 기록
ord-c8ae15cec5a540d880c19bb87676aaaf
출처 데이터셋
uspto-grants-1994_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05354874

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