Water → 4-[(6-Chloropyridin-3-yl)methyl]morpholine

HRID 37856노트

반응식

HRID 37856 반응식
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.Br[CH2:8][C:9]1[CH:10]=[CH:11][C:12]([Cl:15])=[N:13][CH:14]=1.O>C(Cl)(Cl)(Cl)Cl>[Cl:15][C:12]1[N:13]=[CH:14][C:9]([CH2:8][N:1]2[CH2:6][CH2:5][O:4][CH2:3][CH2:2]2)=[CH:10][CH:11]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 8083MorpholineHCID 64246615-(Bromomethyl)-2-chloropyridine

생성물 1

HCID 36140454-[(6-Chloropyridin-3-yl)methyl]morpholine수율 21%

시약·촉매·용매 1

HCID 5943Carbon Tetrachloride용매

실험 절차

Morpholine (7.0 g, 8.8 mmol) was added to the solution of 5-bromomethyl-2-chloro-pyridine in carbon tetrachloride (20 mL) and stirred at room temperature for 6 h. Water was added to the reaction mixture and the separated organic layer was washed with water, brine, dried over anhydrous sodium sulfate, filtered and concentrated to afford the crude product. Purification by column chromatography using silica gel (60-120 mesh) and ethyl acetate as eluent afforded 4-(6-chloro-pyridin-3-yl-methyl)-morpholine (1.2 g, 21%) as a brown oily liquid.

후처리

  1. washthe separated organic layer was washed with water, brine
  2. dry with materialdried over anhydrous sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customto afford the crude product
  6. customPurification by column chromatography

출처 및 근거

ORD 기록
ord-46dd1aa8068b43059234b7dbbed4daae
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08524705B2

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