Dimethylformamide → Tert-butyl 3-chloro-2,4-difluorobenzoate

HRID 240585ノート

反応式

HRID 240585 の反応式
C([O:5][CH:6]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])N(C)C)(C)(C)C.[Cl:15][C:16]1[C:17]([F:26])=[C:18]([CH:22]=[CH:23][C:24]=1[F:25])C(O)=O.CN(C=O)C>C([O-])(O)=O.[Na+].CCOC(C)=O>[Cl:15][C:16]1[C:24]([F:25])=[C:23]([CH:22]=[CH:18][C:17]=1[F:26])[C:6]([O:10][C:11]([CH3:12])([CH3:13])[CH3:14])=[O:5]

参加物

6

反応物 3

HCID 6228DimethylformamideHCID 5477121,1-bis(1,1-dimethylethoxy)-N,N,N-trimethylamineHCID 27735323-Chloro-2,4-difluorobenzoic acid

生成物 1

HCID 58046346Tert-butyl 3-chloro-2,4-difluorobenzoate

試薬・触媒・溶媒 2

HCID 8857Ethyl Acetate溶媒HCID 516892Sodium Bicarbonate溶媒

反応条件

温度
80 °C

実験手順

A 125 mL, single-neck, round-bottomed flask was charged with di-tert-butoxy-N,N-dimethylmethanamine (48.2 ml, 201 mmol), 3-chloro-2,4-difluorobenzoic acid (9.67 g, 50.2 mmol), and DMF (50 ml). The reaction was heated to 80° C. for 48 hours. After cooling to ambient temperature, the reaction was diluted with saturated NaHCO3 and EtOAc. The aqueous phase was extracted with EtOAc, and the combined organic phases were washed with saturated NaHCO3 and brine, dried, filtered and concentrated to provide the desired product as a gold oil.

後処理

  1. temperatureAfter cooling to ambient temperature
  2. extractionThe aqueous phase was extracted with EtOAc
  3. washthe combined organic phases were washed with saturated NaHCO3 and brine
  4. customdried
  5. filtrationfiltered
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-fa4412622b96455780588c4a1f85a6ca
出典データセット
uspto-grants-2014_02
特許番号
US08648087B2

反応ノート

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