Sodium Nitrite → (S)-1-Phenyl-3-propanolamine

HRID 1416880

反応式

HRID 1416880 の反応式
[C:1]1([C@H:7]([CH2:11][CH2:12][OH:13])C(O)=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[N:14]([O-])=O.[Na+]>OS(O)(=O)=O>[C:1]1([C@@H:7]([NH2:14])[CH2:11][CH2:12][OH:13])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

参加物

4

反応物 2

HCID 23668193Sodium NitriteHCID 53916301(S)-2-phenyl-4-hydroxybutanoic acid

生成物 1

HCID 2734520(S)-1-Phenyl-3-propanolamine

試薬・触媒・溶媒 1

HCID 1118Sulfuric Acid溶媒

反応条件

温度
2.5 °C

実験手順

The hydrazide of (S)-2-phenyl-4-hydroxybutanoic acid (0.5 gram) is reacted with a solution of 0.5 grams of sodium nitrite in 10 ml of 5% H2SO4. The reaction mixture is maintained for 1 hour at 0-5° C., followed extraction of the reaction mixture with ethyl acetate, followed by basification of the resulting aqueous solution with NaOH, extraction with methyl t-butyl ether, drying of the extracts over MgSO4, filtration, and the removal of solvent by rotary evaporation. The product (S)-1-phenyl-3-hydroxypropylamine is isolated as a light yellow oil.

後処理

  1. extractionextraction of the reaction mixture with ethyl acetate
  2. extractionfollowed by basification of the resulting aqueous solution with NaOH, extraction with methyl t-butyl ether
  3. dry with materialdrying of the extracts over MgSO4, filtration
  4. customthe removal of solvent
  5. customby rotary evaporation

出典と根拠

ORDレコード
ord-79eaa4db3303425a81c0d5260cfe2837
出典データセット
uspto-grants-1999_06
特許番号
US05916786

関連ノート

読み込み中…