Sodium hydride → Triisopropyl[(3-methylthien-2-yl)methoxy]silane

HRID 9672

반응식

HRID 9672 반응식
[CH3:1][C:2]1[CH:6]=[CH:5][S:4][C:3]=1[CH2:7][OH:8].[H-].[Na+].[H][H].[CH:13]([Si:16](Cl)([CH:20]([CH3:22])[CH3:21])[CH:17]([CH3:19])[CH3:18])([CH3:15])[CH3:14]>O1CCCC1.C(OCC)(=O)C>[CH:13]([Si:16]([CH:20]([CH3:22])[CH3:21])([CH:17]([CH3:19])[CH3:18])[O:8][CH2:7][C:3]1[S:4][CH:5]=[CH:6][C:2]=1[CH3:1])([CH3:15])[CH3:14]

참가 물질

7

반응물 4

HCID 24758Sodium hydrideHCID 139400Triisopropylsilyl chlorideHCID 12875263(3-Methylthiophen-2-yl)methanolHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 21986297Triisopropyl[(3-methylthien-2-yl)methoxy]silane

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매2회HCID 8857Ethyl Acetate용매

실험 절차

A solution of (3-methylthien-2-yl)methanol (3.20 g) in tetrahydrofuran (10 ml) was added to a mixture of sodium hydride (60% dispersion in mineral oil, 1.05 g) in tetrahydrofuran (40 ml). After the evolution of hydrogen had subsided triisopropylsilyl chloride (5.2 ml) was added. The reaction mixture was stirred for 2 hours then diluted with ethyl acetate. The mixture was extracted with water, 2M aqueous sodium hydroxide, water and dried with brine and over sodium sulfate. The crude product was purified by Biotage chromatography® using 100:1 petroleum ether:ethyl acetate as eluent to give the title compound as a colorless oil.

후처리

  1. additionwas added
  2. extractionThe mixture was extracted with water, 2M aqueous sodium hydroxide, water
  3. dry with materialdried with brine and over sodium sulfate
  4. customThe crude product was purified by Biotage chromatography®

출처 및 근거

ORD 기록
ord-bb369774dd52483faa7fe8c2c2fb6a6b
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07091237B2

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