(2-Oxo-1,3-oxazolidin-4-yl)methyl 4-methylbenzene-1-sulfonate → (1,3-Oxazolidin-2-on-4-yl)methyl Thioacetate

HRID 622631ノート

反応式

HRID 622631 の反応式
C1(C)C=CC(S([O:10][CH2:11][CH:12]2[CH2:16][O:15][C:14](=[O:17])[NH:13]2)(=O)=O)=CC=1.[C:19]([O-])(=[S:21])[CH3:20].C([N+](CCCC)(CCCC)CCCC)CCC>CC(C)=O>[C:19]([O:10][CH2:11][CH:12]1[CH2:16][O:15][C:14](=[O:17])[NH:13]1)(=[S:21])[CH3:20]

参加物

4

反応物 2

HCID 14456891(2-Oxo-1,3-oxazolidin-4-yl)methyl 4-methylbenzene-1-sulfonateHCID 178477078HCID 178477078、化合物

生成物 1

HCID 21291365(1,3-Oxazolidin-2-on-4-yl)methyl Thioacetate収率 75%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

A solution of 2-oxo-1,3-oxazolidin-4-ylmethyl p-toluenesulfonate (1.22 g., 0.0045 mole) and tetrabutylammonium thioacetate (1.71 g, 0.0054 mole) in 75 ml. acetone was refluxed under nitrogen for 90 min. The reaction mixture was concentrated to dryness and the residue was chromatographed on silica gel (250 g). Elution with 4:1 ethyl acetate-hexane yielded 580 mg. of the title compound (75% yield). NMR (CDCl3): 2.38 (s, 3H); 3.06 (d, 2H); 3.84-4.67 (c, 3H); and 6.3 (b, 1H)ppm.

後処理

  1. concentrationThe reaction mixture was concentrated to dryness
  2. customthe residue was chromatographed on silica gel (250 g)
  3. washElution with 4:1 ethyl acetate-hexane
  4. customyielded 580 mg

出典と根拠

ORDレコード
ord-aed4ffe41a6e4aa181c5b3b60ce684b9
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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