2,6-Difluorobenzoyl chloride → n-(2,6-Difluorobenzoyl)serine methyl ester

HRID 35935

반응식

HRID 35935 반응식
Cl.[CH3:2][O:3][C:4](=[O:9])[CH:5]([CH2:7][OH:8])[NH2:6].[F:10][C:11]1[CH:19]=[CH:18][CH:17]=[C:16]([F:20])[C:12]=1[C:13](Cl)=[O:14]>N1C=CC=CC=1>[CH3:2][O:3][C:4](=[O:9])[C@H:5]([CH2:7][OH:8])[NH:6][C:13](=[O:14])[C:12]1[C:11]([F:10])=[CH:19][CH:18]=[CH:17][C:16]=1[F:20]

참가 물질

4

반응물 2

HCID 874382,6-Difluorobenzoyl chlorideHCID 517373Methyl DL-serinate hydrochloride

생성물 1

HCID 53828973n-(2,6-Difluorobenzoyl)serine methyl ester수율 39.8%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

To a mixture of 39.0 g (251 mmol.) of D,L-serine methyl ester hydrochloride and 800 ml of pyridine, there was added dropwise 37 ml (324 mmol.) of 2,6-difluorobenzoylchloride with stirring at room temperature for 5 hours. Then the reaction mixture was further stirred at the same temperature for 2 hours. After the reaction was completed, the resultant mixture was concentrated under reduced pressure. To the residue, there was added 500 ml of chloroform. The mixture was washed with water, extracted with chloroform, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was subjected to silica gel chromatography to give 25.88 g of N-(2,6-difluorobenzoyl)serine methyl ester as a colorless oily substance (nD22.9 1.5038).

후처리

  1. stirringThen the reaction mixture was further stirred at the same temperature for 2 hours
  2. concentrationthe resultant mixture was concentrated under reduced pressure
  3. additionTo the residue, there was added 500 ml of chloroform
  4. washThe mixture was washed with water
  5. extractionextracted with chloroform
  6. dry with materialdried over anhydrous magnesium sulfate
  7. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-624df8356d474168b5d0c6bd89d12f6b
출처 데이터셋
uspto-grants-1995_05
특허 번호
US05411979

연결된 노트

불러오는 중…