Water → 3-Phenylcyclobutan-1-amine

HRID 1048159ノート

反応式

HRID 1048159 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-53470d92e12d4556812b6551d170c3d8
出典データセット
uspto-grants-2013_10
特許番号
US08569522B2

反応ノート

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