Methanesulfonyl chloride → 1-Methyl-2-oxo-3-piperidinyl methanesulfonate

HRID 622630ノート

反応式

HRID 622630 の反応式
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[CH3:6][N:7]1[CH2:12][CH2:11][CH2:10][CH:9]([OH:13])[C:8]1=[O:14]>CN(C)C1C=CN=CC=1.C(Cl)Cl>[CH3:1][S:2]([O:13][CH:9]1[CH2:10][CH2:11][CH2:12][N:7]([CH3:6])[C:8]1=[O:14])(=[O:4])=[O:3]

参加物

5

反応物 2

HCID 31297Methanesulfonyl chlorideHCID 144568943-Hydroxy-1-methylpiperidin-2-one

生成物 1

HCID 144568951-Methyl-2-oxo-3-piperidinyl methanesulfonate収率 87%

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344Dichloromethane溶媒

反応条件

温度
25 °C

実験手順

Methanesulfonyl chloride (0.8 ml., 0.01 mole) was added dropwise to a stirred solution of 1-methyl-2-oxo-3-piperidinol (1.29 g, 0.01 mole) and 4-dimethylaminopyridine (2.44 g., 0.02 mole), in 50 ml. methylene chloride at 0° C. under nitrogen. The resulting solution was stirred at 0° C. for 15 min. and at 25° C. for 2.5 hours. The reaction mixture was then washed with 50 ml. saturated aqueous sodium chloride solution containing 6.8 ml. of 6N aqueous hydrochloric acid solution, dried over anhydrous sodium sulfate and concentrated in vacuo to a thick oil of the title compound (1.8 g., 87% yield). NMR (CDCl3): 1.6-2.37 (c, 4H); 2.96 (s, 3H); 3.1-3.4 (c) and 3.24 (s) (total 5H); and 4.9 (m, 1H)ppm.

後処理

  1. customat 0° C.
  2. washThe reaction mixture was then washed with 50 ml
  3. additionsaturated aqueous sodium chloride solution containing 6.8 ml
  4. dry with materialof 6N aqueous hydrochloric acid solution, dried over anhydrous sodium sulfate

出典と根拠

ORDレコード
ord-58db7a1c6e7446e784feaf79cbd0c6ab
出典データセット
uspto-grants-1988_09
特許番号
US04772597

反応ノート

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