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

HRID 9672

反応式

HRID 9672 の反応式
[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]

参加物

7

反応物 4

HCID 24758Sodium hydrideHCID 139400Triisopropylsilyl chlorideHCID 12875263(3-Methylthiophen-2-yl)methanolHCID 178418361HCID 178418361、化合物

生成物 1

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

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒2 回HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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®

出典と根拠

ORDレコード
ord-bb369774dd52483faa7fe8c2c2fb6a6b
出典データセット
uspto-grants-2006_08
特許番号
US07091237B2

関連ノート

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