1-Methyl-2-oxo-3-piperidinyl methanesulfonate → 1-Methylpiperidin-2-on-3-yl Thioacetate

HRID 622633ノート

反応式

HRID 622633 の反応式
CS([O:5][CH:6]1[CH2:11][CH2:10][CH2:9][N:8]([CH3:12])[C:7]1=[O:13])(=O)=O.[C:14]([O-])(=[S:16])[CH3:15].[K+]>CC(C)=O>[C:14]([O:5][CH:6]1[CH2:11][CH2:10][CH2:9][N:8]([CH3:12])[C:7]1=[O:13])(=[S:16])[CH3:15]

参加物

4

反応物 2

HCID 144568951-Methyl-2-oxo-3-piperidinyl methanesulfonateHCID 23670855Potassium ethanethioate

生成物 1

HCID 212913681-Methylpiperidin-2-on-3-yl Thioacetate収率 40.1%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

A mixture of 1-methyl-2-oxo-3-piperidinyl methanesulfonate (1.7 g., 0.008 mole) and potassium thioacetate (1.39 g., 0.012 mole) in 80 ml. acetone was refluxed under nitrogen for 20 hours. The reaction mixture was concentrated in vacuo and the residue was dissolved in 50 ml. ethyl acetate and 50 ml. water. The ethyl acetate layer was washed with 50 ml. water and 50 ml saturated aqueous sodium chloride solution, dried over anhydrous sodium acetate and concentrated in vacuo. The residue was chromatographed on silica gel eluting with ethyl acetate to yield 600 mg (40% yield) of the title compound. NMR (CDCl3): 1.7-2.5 (c) and 2.38 (s) (total 7H); 3.0 (s, 3H); 3.36 (m, 2H); and 4.2 (m, 1H)ppm.

後処理

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. dissolutionthe residue was dissolved in 50 ml
  3. washThe ethyl acetate layer was washed with 50 ml
  4. dry with materialwater and 50 ml saturated aqueous sodium chloride solution, dried over anhydrous sodium acetate
  5. concentrationconcentrated in vacuo
  6. customThe residue was chromatographed on silica gel eluting with ethyl acetate

出典と根拠

ORDレコード
ord-17531dad62b94a8ab6a355cc6eaf3a9f
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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