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

HRID 622630노트

반응식

HRID 622630 반응식
[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]

참가 물질

5

반응물 2

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

생성물 1

HCID 144568951-Methyl-2-oxo-3-piperidinyl methanesulfonate수율 87%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매

반응 조건

온도
25 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-58db7a1c6e7446e784feaf79cbd0c6ab
출처 데이터셋
uspto-grants-1988_09
특허 번호
US04772597

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