Ethanol → 2-(Acetylamino)-3-(3,4-dimethylphenyl)propanoic acid

HRID 584221ノート

反応式

HRID 584221 の反応式
[C:1]([NH:4][C:5]([CH2:16][C:17]1[CH:22]=[CH:21][C:20]([CH3:23])=[C:19]([CH3:24])[CH:18]=1)(C(OCC)=O)[C:6]([O:8]CC)=[O:7])(=[O:3])[CH3:2].[OH-].[K+].C(O)C>O>[C:1]([NH:4][CH:5]([C:6]([OH:8])=[O:7])[CH2:16][C:17]1[CH:22]=[CH:21][C:20]([CH3:23])=[C:19]([CH3:24])[CH:18]=1)(=[O:3])[CH3:2]

参加物

5

反応物 3

HCID 702EthanolHCID 14797Potassium HydroxideHCID 13406779Diethyl 2-acetylamino-2-(3,4-dimethylbenzyl)malonate

生成物 1

HCID 27472492-(Acetylamino)-3-(3,4-dimethylphenyl)propanoic acid収率 56%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

Diethyl 2-acetylamino-2-(3,4-dimethylbenzyl)malonate (13.8 g) and potassium hydroxide (2.76 g) were dissolved into a mixed solution of ethanol (138 ml) and water (138 ml) and the solution was stirred under reflux for 8.5 hours. After being cooled to room temperature, the solution was concentrated under reduced pressure and the resulting aqueous solution was adjusted to pH 10 with aqeuous saturated sodium hydrogen carbonate solution. The solution was washed with ethyl acetate and made acidic with diluted hydrochloric acid, and extracted with ethyl acetate. The extract was dried over magnesium sulfate and evaporated under reduced pressure to give crystals of N-acetyl-3,4-dimethyl-DL-phenylalanine (5.42 g).

後処理

  1. temperatureunder reflux for 8.5 hours
  2. concentrationthe solution was concentrated under reduced pressure
  3. washThe solution was washed with ethyl acetate
  4. extractionextracted with ethyl acetate
  5. dry with materialThe extract was dried over magnesium sulfate
  6. customevaporated under reduced pressure

出典と根拠

ORDレコード
ord-cfecf31e74744b2c93c7ed4c8d823992
出典データセット
uspto-grants-2005_08
特許番号
US06924278B2

反応ノート

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