Water → 2,3-dihydro-1H-indol-1-amine

HRID 1894740ノート

反応式

HRID 1894740 の反応式
[N:1]([N:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH2:5][CH2:4]1)=O.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>O1CCCC1>[N:3]1([NH2:1])[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH2:5][CH2:4]1

参加物

6

反応物 4

HCID 962Water2 回HCID 14798Sodium HydroxideHCID 242741-NitrosoindolineHCID 21226445Aluminium lithium hydride

生成物 1

HCID 27609322,3-dihydro-1H-indol-1-amine収率 88.3%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

A solution of 1-nitroso-2,3-dihydro-1H-indole (5.27 g, 35.6 mmol) in tetrahydrofuran (35 ml) was added dropwise to a refluxing slurry of lithium aluminium hydride (2.98 g, 78.5 mmol) in tetrahydrofuran (100 ml). After 1 hour the mixture was cooled in an ice bath and water (3 ml) carefully added. 2M sodium hydroxide (6 ml) followed by water (6 ml) were added and the mixture heated to reflux for 30 minutes. After cooling to room temperature the precipitate formed was filtered off. The filtrate obtained was evaporated to dryness to yield 2,3-dihydro-indol-1-ylamine as a red/brown oil (4.216 g), which was used for the next step without further purification.

後処理

  1. temperatureAfter 1 hour the mixture was cooled in an ice bath
  2. additionwere added
  3. temperaturethe mixture heated
  4. temperatureto reflux for 30 minutes
  5. customformed
  6. filtrationwas filtered off
  7. customThe filtrate obtained
  8. customwas evaporated to dryness

出典と根拠

ORDレコード
ord-7d5d622462494fa099fb951280da1e4d
出典データセット
uspto-grants-2013_08
特許番号
US08513292B2

反応ノート

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