Imidazole → 1-t-BUTYLDIMETHYLSILYLOXY-2,3-DIMERCAPTOPROPANE

HRID 636870

反応式

HRID 636870 の反応式
[SH:1][CH:2]([CH2:5][SH:6])[CH2:3][OH:4].N1C=CN=C1.[Si:12](Cl)([C:15]([CH3:18])([CH3:17])[CH3:16])([CH3:14])[CH3:13].[Cl-].[NH4+]>C1COCC1>[Si:12]([O:4][CH2:3][CH:2]([SH:1])[CH2:5][SH:6])([C:15]([CH3:18])([CH3:17])[CH3:16])([CH3:14])[CH3:13]

参加物

6

反応物 4

HCID 795ImidazoleHCID 3080DimercaprolHCID 25517Ammonium ChlorideHCID 28928tert-Butyldimethylsilyl chloride

生成物 1

HCID 212558391-t-BUTYLDIMETHYLSILYLOXY-2,3-DIMERCAPTOPROPANE収率 94.6%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

To a solution of 2,3-dimercapto-1-propanol (15.0 ml, 150 mmol) and imidazole (15.3 g, 224 mmol, 1.5 eq) in THF (300 mL) was added t-butyldimethylsilyl chloride (21.4 g, 142 mmol, 0.95 eq) at 0° C. The mixture was stirred at 0° C. for 1 hr and at room temperature for 18 hr. A saturated solution of ammonium chloride was added and the aqueous phase was extracted with dichloromethane. The organic layer was dried with anhydrous sodium sulphate and the solvent was evaporated under reduced pressure. The crude material was purified by flash chromatography with a mixture of hexane and ethyl acetate (90:10) to give the pure compound (32.04 g) in 94.5w yield.

後処理

  1. extractionthe aqueous phase was extracted with dichloromethane
  2. dry with materialThe organic layer was dried with anhydrous sodium sulphate
  3. customthe solvent was evaporated under reduced pressure
  4. customThe crude material was purified by flash chromatography with a mixture of hexane and ethyl acetate (90:10)

出典と根拠

ORDレコード
ord-f94a4f2c8e674a8e87017adc7c2f075e
出典データセット
uspto-grants-2001_02
特許番号
US06194576B1

関連ノート

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