Imidazole → Tert-butyl(2-(2-chloroethoxy)ethoxy)dimethylsilane

HRID 981553ノート

反応式

HRID 981553 の反応式
N1C=CN=C1.[Si:6](Cl)([C:9]([CH3:12])([CH3:11])[CH3:10])([CH3:8])[CH3:7].[Cl:14][CH2:15][CH2:16][O:17][CH2:18][CH2:19][OH:20].[Na+].[Cl-]>CN(C)C=O>[Cl:14][CH2:15][CH2:16][O:17][CH2:18][CH2:19][O:20][Si:6]([C:9]([CH3:12])([CH3:11])[CH3:10])([CH3:8])[CH3:7]

参加物

6

反応物 4

HCID 795ImidazoleHCID 5234Sodium ChlorideHCID 123612-(Chloroethoxy)ethanolHCID 28928tert-Butyldimethylsilyl chloride

生成物 1

HCID 4555750Tert-butyl(2-(2-chloroethoxy)ethoxy)dimethylsilane収率 100.1%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

Imidazole (17.8 g, 261 mmol) was dissolved in dimethylformamide (100 ml) and t-butyldimethylsilyl chloride (36.3 g, 241 mmol) was added and stirred. 2-(2-chloroethoxy)ethanol (25.0 g, 200 mmol) was added dropwise over 1 hour under cooling with ice, and the mixture was stirred for 1 further hour, left standing overnight at room temperature, and then poured into saturated aqueous NaCl (500 ml). The resulting mixture was extracted twice with ether. The extract was washed twice with saturated aqueous NaCl, and dried over MgSO4. Then the solvent was removed in vacuo, giving 1-chloro-2-(2-t-butyldimethylsilyloxyethoxy)ethane (47.8 g, yield).

後処理

  1. temperatureunder cooling with ice
  2. stirringthe mixture was stirred for 1 further hour
  3. waitleft
  4. extractionThe resulting mixture was extracted twice with ether
  5. washThe extract was washed twice with saturated aqueous NaCl
  6. dry with materialdried over MgSO4
  7. customThen the solvent was removed in vacuo

出典と根拠

ORDレコード
ord-adb30f57b26a4c3d9ff23c2349b5238b
出典データセット
uspto-grants-1991_02
特許番号
US04992455

反応ノート

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