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

HRID 37856ノート

反応式

HRID 37856 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 5943Carbon Tetrachloride溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-46dd1aa8068b43059234b7dbbed4daae
出典データセット
uspto-grants-2013_09
特許番号
US08524705B2

反応ノート

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