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Cyclobutanone → N-cyclobutylidene-2-methylpropane-2-sulfinamide

HRID 1777308
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HRID 1777308 반응식
[C:1]1(=O)[CH2:4][CH2:3][CH2:2]1.[C:6]([S:10]([NH2:12])=[O:11])([CH3:9])([CH3:8])[CH3:7]>O1CCCC1.[O-]CC.[Ti+4].[O-]CC.[O-]CC.[O-]CC>[C:1]1(=[N:12][S:10]([C:6]([CH3:9])([CH3:8])[CH3:7])=[O:11])[CH2:4][CH2:3][CH2:2]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 14496CyclobutanoneHCID 3382465Tert-Butanesulfinamide

생성물 1

HCID 67250305N-cyclobutylidene-2-methylpropane-2-sulfinamide수율 77%

시약·촉매·용매 2

HCID 76524Titanium tetraethoxide촉매HCID 8028Tetrahydrofuran용매

실험 절차

A mixture of titanium (IV) ethoxide (22.4 mL, 107 mmol) and cyclobutanone (5.37 mL, 71.0 mmoL) in tetrahydrofuran (120 mL) was stirred for 10 minutes. Tert-butanesulfinamide (7.17 g, 59.0 mmol) was added and the reaction mixture was stirred at room temperature for 18 hours. The mixture was concentrated and the residue dissolved in ethyl acetate. The solution was washed with saturated aqueous sodium hydrogen carbonate, dried over sodium sulphate and concentrated to give N-cyclobutylidene-2-methylpropane-2-sulfinamide (9.51 g, 77%) as a pale yellow oil which was used directly without purification.

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후처리

  1. stirringthe reaction mixture was stirred at room temperature for 18 hours
  2. concentrationThe mixture was concentrated
  3. dissolutionthe residue dissolved in ethyl acetate
  4. washThe solution was washed with saturated aqueous sodium hydrogen carbonate
  5. dry with materialdried over sodium sulphate
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-0509ea5a3abc4969b1f3e02682985741
출처 데이터셋
uspto-grants-2016_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09266857B2

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