L-Phenylalanine → HCID 66739398、化合物

HRID 1640345ノート

反応式

HRID 1640345 の反応式
[NH2:1][C@H:2]([C:10]([OH:12])=[O:11])[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[CH2:13](O)[CH2:14][CH2:15]CCCCCCCCC>S(=O)(=O)(O)O.O.C1(C)C=CC=CC=1>[C:10]([OH:12])(=[O:11])[CH2:2][CH2:3][CH2:4][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:13][CH2:14][CH3:15].[NH2:1][C@H:2]([C:10]([OH:12])=[O:11])[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

参加物

6

反応物 2

HCID 6140L-PhenylalanineHCID 81931-Dodecanol

生成物 1

HCID 66739398HCID 66739398、化合物

試薬・触媒・溶媒 3

HCID 962Water溶媒2 回HCID 1118Sulfuric Acid溶媒HCID 1140Toluene溶媒

実験手順

16.52 g of phenylalanine was dissolved in a solution of 10 g of concentrated sulfuric acid, 20 mL water, 20 mL of dodecanol, and 120 mL of toluene in a 500 mL round bottom flask equipped with a condenser and a Dean-Stark apparatus. The resulting solution was heated at reflux temperature until no more water could be distilled. The resulting solution was then cooled to room temperature and washed with saturated aqueous sodium bicarbonate to neutralize acidic impurities, washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was then removed under reduced pressure to provide phenylalanine dodecanoate as a solid that was purified using a silica gel column eluted with a 1:9 methanol:dichloromethane mixture.

後処理

  1. customequipped with a condenser
  2. temperatureThe resulting solution was heated
  3. distillationcould be distilled
  4. washwashed with saturated aqueous sodium bicarbonate
  5. washwashed with saturated brine
  6. dry with materialdried over anhydrous sodium sulfate
  7. customThe solvent was then removed under reduced pressure

出典と根拠

ORDレコード
ord-3abd9bfa9fbb40669bbf02f197c4a3ff
出典データセット
uspto-grants-2012_02
特許番号
US08114440B2

反応ノート

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