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

HRID 584221노트

반응식

HRID 584221 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 962Water용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-cfecf31e74744b2c93c7ed4c8d823992
출처 데이터셋
uspto-grants-2005_08
특허 번호
US06924278B2

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