Tetrahydrofuran → 3-Benzyloxycarbonylamino-2,2-difluoropropionic acid

HRID 2415645노트

반응식

HRID 2415645 반응식
C[O:2][C:3](=[O:19])[C:4]([F:18])([F:17])[CH2:5][NH:6][C:7]([O:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:8].C1COCC1.[OH-].[Na+]>CO>[CH2:10]([O:9][C:7]([NH:6][CH2:5][C:4]([F:17])([F:18])[C:3]([OH:19])=[O:2])=[O:8])[C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

참가 물질

5

반응물 3

HCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 235267113-Benzyloxycarbonylamino-2,2-difluoropropionic acid methyl ester

생성물 1

HCID 226353073-Benzyloxycarbonylamino-2,2-difluoropropionic acid수율 83%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

3-Benzyloxycarbonylamino-2,2-difluoropropionic acid methyl ester (3.3 g, 12.1 mmol), THF (50 ml), methanol (50 ml) and 1 N sodium hydroxide solution (50ml) were mixed and stirred for 16 hours at room temperature. After adjusting the pH to acidic reaction and removal of organic solvent by evaporation, the aqueous residue was extracted twice with ethyl acetate. The combined organic layers were washed twice with 5% brine, dried over magnesium sulphate and filtered through a short silica column before concentration in vacuo to afford 2.6 g (83%) of 3-benzyloxycarbonylamino-2,2-difluoropropionic acid as an oil.

후처리

  1. customto acidic reaction and removal of organic solvent
  2. customby evaporation
  3. extractionthe aqueous residue was extracted twice with ethyl acetate
  4. washThe combined organic layers were washed twice with 5% brine
  5. dry with materialdried over magnesium sulphate
  6. filtrationfiltered through a short silica column before concentration in vacuo

출처 및 근거

ORD 기록
ord-c88b25d4c7b74ea691ee76bf8da6acd5
출처 데이터셋
uspto-grants-2004_11
특허 번호
US06821960B2

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