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

HRID 1059829

反応式

HRID 1059829 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

HCID 2734520(S)-1-Phenyl-3-propanolamine収率 80.1%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-79e7c204029c4b759876bab0adcabff0
出典データセット
uspto-grants-2003_02
特許番号
US06521654B2

関連ノート

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