Tetrahydrofuran → (S)-1-Phenyl-3-propanolamine

HRID 1059829

반응식

HRID 1059829 반응식
[H-].[Al+3].[Li+].[H-].[H-].[H-].Cl.[NH2:8][C@H:9]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[CH2:10][C:11](OCC)=[O:12].C1COCC1>O>[NH2:8][C@H:9]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[CH2:10][CH2:11][OH:12]

참가 물질

5

반응물 3

HCID 8028TetrahydrofuranHCID 21226445Aluminium lithium hydrideHCID 22831526(S)-Ethyl 3-amino-3-phenylpropanoate hydrochloride

생성물 1

HCID 2734520(S)-1-Phenyl-3-propanolamine수율 80.1%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

1.45 g (38.1 mmol) of lithium aluminum hydride were added in portions with ice-cooling to a suspension of 3.5 g (15.2 mmol) of ethyl (S)-3-amino-3-phenyl-propionate hydrochloride in 150 ml or absolute THF and the mixture was stirred at room temperature for 1 hour. 5 ml of water were then cautiously added dropwise with ice-cooling. The precipitate was filtered off and the filtrate was concentrated in vacuo. The residue was taken up in DCM and the solution was extracted with water. The organic phase was dried over sodium sulfate. After filtration and removal of the solvent in vacuo, 1.84 g of (S)-3-amino-3-phenylpropanol were obtained.

후처리

  1. temperaturecooling
  2. filtrationThe precipitate was filtered off
  3. concentrationthe filtrate was concentrated in vacuo
  4. extractionthe solution was extracted with water
  5. dry with materialThe organic phase was dried over sodium sulfate
  6. filtrationAfter filtration and removal of the solvent in vacuo

출처 및 근거

ORD 기록
ord-79e7c204029c4b759876bab0adcabff0
출처 데이터셋
uspto-grants-2003_02
특허 번호
US06521654B2

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