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

HRID 376281노트

반응식

HRID 376281 반응식
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

참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 182139(6-Chloropyridin-2-yl)methanolHCID 57232046HCID 57232046, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

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온도
0 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-33e28e9b139c4391b28bbb1113071079
출처 데이터셋
uspto-grants-2000_02
특허 번호
US06020345

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