1-Cyclopropylpropan-2-one → (NE)-N-(1-cyclopropylpropan-2-ylidene)-2-methylpropane-2-sulfinamide

HRID 246187

반응식

HRID 246187 반응식
[CH:1]1([CH2:4][C:5](=O)[CH3:6])[CH2:3][CH2:2]1.[CH3:8][C:9]([S:12]([NH2:14])=[O:13])([CH3:11])[CH3:10]>C1COCC1>[CH:1]1([CH2:4]/[C:5](=[N:14]/[S:12]([C:9]([CH3:11])([CH3:10])[CH3:8])=[O:13])/[CH3:6])[CH2:3][CH2:2]1

참가 물질

4

반응물 2

HCID 5370251-Cyclopropylpropan-2-oneHCID 3382465Tert-Butanesulfinamide

생성물 1

HCID 89424933(NE)-N-(1-cyclopropylpropan-2-ylidene)-2-methylpropane-2-sulfinamide

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A 25 mL round bottomed flask was charged with Ti(OEt)4 (technical grade, 0.37 mL, 1.4 mmol) and 1-cyclopropylpropan-2-one (79.0 mg, 0.81 mmol) in THF (1.45 mL), under an argon atmosphere. Then 2-methylpropane-2-sulfinamide (88.7 mg, 0.73 mmol) was added and the reaction mixture was heated to reflux overnight. After cooling to room temperature the reaction mixture was poured onto brine (1.7 mL), with rapid stirring. The resulting suspension was filtered through a pad of celite. The filtrate was concentrated under reduced pressure to afford crude 2-methyl-propane-2-sulfinic acid [2-cyclopropyl-1-methyl-eth-(E)-ylidene]-amide which was taken directly to the next step without purification.

후처리

  1. temperaturethe reaction mixture was heated
  2. temperatureto reflux overnight
  3. additionwas poured onto brine (1.7 mL), with rapid stirring
  4. filtrationThe resulting suspension was filtered through a pad of celite
  5. concentrationThe filtrate was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-dd64737ef56e482fa2d953cc0235999b
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08658646B2

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