Water → 3-Phenylcyclobutan-1-amine

HRID 1021530ノート

反応式

HRID 1021530 の反応式
[C:1]1([CH:7]2[CH2:10][C:9](=[N:11]O)[CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>C1COCC1>[C:1]1([CH:7]2[CH2:8][CH:9]([NH2:11])[CH2:10]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

参加物

6

反応物 4

HCID 962Water2 回HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 57357177N-(3-phenylcyclobutylidene)hydroxylamine

生成物 1

HCID 5229613-Phenylcyclobutan-1-amine収率 66.2%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a solution of 3-phenylcyclobutanone oxime (0.167 g, 1.04 mmol) in THF (5 ml) was added 1M lithium aluminum hydride in THF (2.18 ml, 2.18 mmol) dropwise over 3 minutes. The reaction was heated to reflux for 4 hours, then cooled to ambient temperature. Water (0.083 ml), 1M sodium hydroxide (0.083 ml), and additional water (0.248 ml) were added, and the reaction was stirred an additional 30 minutes. The reaction was filtered, and the solids were washed with THF. The filtrates were combined and concentrated to yield 101 mg of the title compound (66.2% yield).

後処理

  1. temperatureThe reaction was heated
  2. temperatureto reflux for 4 hours
  3. filtrationThe reaction was filtered
  4. washthe solids were washed with THF
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-c38d9754f2e54108a9048cc9a2c5c287
出典データセット
uspto-grants-2014_05
特許番号
US08716498B2

反応ノート

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