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

HRID 2415645ノート

反応式

HRID 2415645 の反応式
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

参加物

5

反応物 3

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

生成物 1

HCID 226353073-Benzyloxycarbonylamino-2,2-difluoropropionic acid収率 83%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-c88b25d4c7b74ea691ee76bf8da6acd5
出典データセット
uspto-grants-2004_11
特許番号
US06821960B2

反応ノート

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