Water → (2S)-3-Phenylpropane-1,2-diol

HRID 223788

反応式

HRID 223788 の反応式
[H-].[H-].[H-].[H-].[Li+].[Al+3].[C:7]1([C@:13](C)(O)[C:14]([OH:16])=O)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.O.[OH-].[Na+].[O:22]1CCC[CH2:23]1>>[OH:22][CH2:23][C@@H:14]([OH:16])[CH2:13][C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1

参加物

6

反応物 5

HCID 962WaterHCID 8028Tetrahydrofuran2 回HCID 14798Sodium HydroxideHCID 445144(S)-Atrolactic acidHCID 21226445Aluminium lithium hydride

生成物 1

HCID 446127(2S)-3-Phenylpropane-1,2-diol

実験手順

There were dropped into a suspension of 50 grams of LiAlH4 in 750 ml of tetrahydrofuran (THF) cooled to 0° C. within 3 hours 83.1 grams of (S)-phenyl lactic acid dissolved in 250 ml of THF. The reaction mixture was boiled for 2 hours under reflux, after cooling treated portionwise with water and 43 ml of 4 N-NaOH and boiled for 0.5 hour under reflux. The white precipitate was filtered off and carefully washed with hot THF. The solvent was distilled off from the combined filtrates and the crude product fractionally distilled. There were obtained 64.6 grams of (S)-1,2-dihydroxy-3-phenyl-propane of boiling point 101°-102° C. (0.001 mbar).

後処理

  1. temperatureunder reflux
  2. temperatureafter cooling
  3. waitboiled for 0.5 hour
  4. temperatureunder reflux
  5. filtrationThe white precipitate was filtered off
  6. washcarefully washed with hot THF
  7. distillationThe solvent was distilled off from the combined filtrates
  8. distillationthe crude product fractionally distilled

出典と根拠

ORDレコード
ord-563f43a0cf5b4d88ab3500786c92f5d4
出典データセット
uspto-grants-1982_10
特許番号
US04356324

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