Triethylamine → (6-Chloropyridin-3-yl)methyl methanesulphonate

HRID 747144ノート

反応式

HRID 747144 の反応式
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([CH2:8][OH:9])=[CH:4][CH:3]=1.C(N(CC)CC)C.[CH3:17][S:18](Cl)(=[O:20])=[O:19]>ClCCl>[CH3:17][S:18]([O:9][CH2:8][C:5]1[CH:6]=[N:7][C:2]([Cl:1])=[CH:3][CH:4]=1)(=[O:20])=[O:19]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 177161(6-Chloropyridin-3-yl)methanol

生成物 1

HCID 23020401(6-Chloropyridin-3-yl)methyl methanesulphonate収率 88.5%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of (6-chloro-3-pyridyl)methanol (4.5 g, 31.3 mmol) and triethylamine (13.2 ml, 94.7 mmol) in dichloromethane (90 ml) was dropwise added methanesulfonyl chloride (3.6 ml, 46.5 mmol) over 45 minutes at −9° C. to 4° C. under an atmosphere of nitrogen gas, followed by stirring as it was. After 1 hour, the reaction mixture was elevated to room temperature. The reaction mixture was washed with an aqueous saturated sodium bicarbonate solution and a saturated aqueous ammonium chloride solution, dried over anhydrous sodium sulfate and concentrated, to give the title compound (6.14 g, 88%) as a pale brown solid.

後処理

  1. customover 45 minutes
  2. customat −9° C. to 4° C.
  3. customwas elevated to room temperature
  4. washThe reaction mixture was washed with an aqueous saturated sodium bicarbonate solution
  5. dry with materiala saturated aqueous ammonium chloride solution, dried over anhydrous sodium sulfate
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-c17b9e1d63354a7ead1b8e633c251f3c
出典データセット
uspto-grants-2008_07
特許番号
US07396836B2

反応ノート

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