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

HRID 622631노트

반응식

HRID 622631 반응식
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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-aed4ffe41a6e4aa181c5b3b60ce684b9
출처 데이터셋
uspto-grants-1988_09
특허 번호
US04772597

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