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

HRID 246187

反応式

HRID 246187 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-dd64737ef56e482fa2d953cc0235999b
出典データセット
uspto-grants-2014_02
特許番号
US08658646B2

関連ノート

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