Aluminium lithium hydride → 8-Phenyloctahydroindolizin-8-amine

HRID 1097627노트

반응식

HRID 1097627 반응식
[H-].[H-].[H-].[H-].[Li+].[Al+3].[NH2:7][C:8]1([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:16]2[N:12]([CH2:13][CH2:14][CH2:15]2)[C:11](=O)[CH2:10][CH2:9]1>C1COCC1>[C:18]1([C:8]2([NH2:7])[CH:16]3[N:12]([CH2:13][CH2:14][CH2:15]3)[CH2:11][CH2:10][CH2:9]2)[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1

참가 물질

4

반응물 2

HCID 21226445Aluminium lithium hydrideHCID 585679118-Amino-8-phenyl-hexahydro-indolizin-5-one

생성물 1

HCID 585679058-Phenyloctahydroindolizin-8-amine

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

To a slurry of 14 mg (0.33 mmol) LiAlH4 in 0.4 ml THF was added drop-wise a solution of 38 mg (0.165 mmol) (8R,S; 8aS,R)-8-amino-8-phenyl-hexahydro-indolizin-5-one in 0.4 ml THF at room temperature. The mixture was stirred at room temperature for 15 minutes and then refluxed for 30 minutes, cooled in an ice bath and quenched carefully with 15 ul water, 15 ul 5N NaOH and finally with 45 ul water. Ethyl acetate was added. The mixture was filtered and the filtrate was concentrated in vacuo to provide 30 mg (y: 84%) of the title compound as a colorless oil. (M+H+: 217.4).

후처리

  1. temperaturerefluxed for 30 minutes
  2. temperaturecooled in an ice bath
  3. customquenched carefully with 15 ul water, 15 ul 5N NaOH and finally with 45 ul water
  4. additionEthyl acetate was added
  5. filtrationThe mixture was filtered
  6. concentrationthe filtrate was concentrated in vacuo

출처 및 근거

ORD 기록
ord-04c6c42e5e12474db0795d967a71f70b
출처 데이터셋
uspto-grants-2012_03
특허 번호
US08143273B2

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