Sodium Bicarbonate → HCID 66736620、化合物

HRID 1803860ノート

反応式

HRID 1803860 の反応式
[C:1]([O:5][C:6](=[O:15])[C:7]1[CH:12]=[CH:11][C:10]([F:13])=[CH:9][C:8]=1F)([CH3:4])([CH3:3])[CH3:2].C([O-])(O)=O.[Na+].[CH3:21][O:22][CH2:23][C@H:24]([NH2:26])[CH3:25]>>[C:1]([O:5][C:6](=[O:15])[C:7]1[CH:12]=[CH:11][C:10]([F:13])=[CH:9][C:8]=1[NH:26][C@H:24]([CH3:25])[CH2:23][O:22][CH3:21])([CH3:4])([CH3:3])[CH3:2]

参加物

4

反応物 3

HCID 516892Sodium BicarbonateHCID 10313069(+)-2-Amino-1-methoxypropaneHCID 57447335Tert-butyl 2,4-difluorobenzoate

生成物 1

HCID 66736620HCID 66736620、化合物収率 84%

反応条件

温度
65 °C

実験手順

A mixture of 2,4-difluoro-benzoic acid tert-butyl ester (30 g, 140.05 mmol) and (R)-2-methoxy-1-methyl-ethylamine (100 mL) was stirred at 65° C. for 2 days. A satured solution of NaHCO3 was added and the mixture was extracted with dichloromethane (3 times). The organic phase was washed twice with water then with brine, dried over sodium sulfate filtered and evaporated to dryness to obtain a crude, which was purified by column chromatography on silica gel (exane/ethyl acetate 9:1). The title compound (33.38 g, 84%) was obtained as oil.

後処理

  1. extractionthe mixture was extracted with dichloromethane (3 times)
  2. washThe organic phase was washed twice with water
  3. dry with materialwith brine, dried over sodium sulfate
  4. filtrationfiltered
  5. customevaporated to dryness
  6. customto obtain a crude, which
  7. customwas purified by column chromatography on silica gel (exane/ethyl acetate 9:1)

出典と根拠

ORDレコード
ord-40229a2380e64255b36865ac1950572d
出典データセット
uspto-grants-2013_01
特許番号
US08354399B2

反応ノート

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