Water → 2,3-dihydro-1H-indol-1-amine

HRID 1894740노트

반응식

HRID 1894740 반응식
[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

참가 물질

6

반응물 4

HCID 962Water2회HCID 14798Sodium HydroxideHCID 242741-NitrosoindolineHCID 21226445Aluminium lithium hydride

생성물 1

HCID 27609322,3-dihydro-1H-indol-1-amine수율 88.3%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-7d5d622462494fa099fb951280da1e4d
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08513292B2

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