Diisopropylethylamine → 2-Chloro-6-(2-(trimethylsilanyl)ethoxymethoxymethyl)pyridine

HRID 376281

反応式

HRID 376281 の反応式
ClCC([Si](C)(C)C)[CH2:4][O:5][CH2:6][CH:7]([Si:10]([CH3:13])([CH3:12])[CH3:11])CCl.[Cl:18][C:19]1[N:24]=[C:23]([CH2:25][OH:26])[CH:22]=[CH:21][CH:20]=1.C(N(C(C)C)CC)(C)C>ClCCl>[Cl:18][C:19]1[CH:20]=[CH:21][CH:22]=[C:23]([CH2:25][O:26][CH2:4][O:5][CH2:6][CH2:7][Si:10]([CH3:11])([CH3:12])[CH3:13])[N:24]=1

参加物

5

反応物 3

HCID 81531DiisopropylethylamineHCID 182139(6-Chloropyridin-2-yl)methanolHCID 57232046HCID 57232046、化合物

生成物 1

HCID 108022522-Chloro-6-(2-(trimethylsilanyl)ethoxymethoxymethyl)pyridine収率 76.6%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

3.20 ml of chloromethyl-2-(trimethylsilyl)ethyl ether (18.2 mmol) are added dropwise to a solution containing 2.50 g of (6-chloropyridin-2-yl)methanol (17.4 mmol), 3.30 ml of diisopropylethylamine (19.1 mmol) and 20 ml of dichloromethane cooled to 0° C. maintained under a nitrogen atmosphere. The mixture is stirred for 3 hours at room temperature and then the dichloromethane is evaporated off, the residue is taken up in water, the mixture is extracted with diethyl ether, the organic phase is washed with water and then dried over sodium sulfate. After filtration and evaporation of the solvent, the title product is isolated by chromatography on a silica column (eluent: dichloromethane).

後処理

  1. temperaturemaintained under a nitrogen atmosphere
  2. customthe dichloromethane is evaporated off
  3. extractionthe mixture is extracted with diethyl ether
  4. washthe organic phase is washed with water
  5. dry with materialdried over sodium sulfate
  6. filtrationAfter filtration and evaporation of the solvent

出典と根拠

ORDレコード
ord-33e28e9b139c4391b28bbb1113071079
出典データセット
uspto-grants-2000_02
特許番号
US06020345

関連ノート

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