Sodium Carbonate → Ethyl 5-bromo-4-(3-chlorophenyl)furan-2-carboxylate

HRID 2190123ノート

反応式

HRID 2190123 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[CH:9]=[C:10]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[O:11][CH:12]=2)[CH:5]=[CH:6][CH:7]=1.[Br:18]Br.C(=O)([O-])[O-].[Na+].[Na+]>C(O)(=O)C>[Br:18][C:12]1[O:11][C:10]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[CH:9][C:8]=1[C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[CH:3]=1

参加物

5

反応物 3

HCID 10340Sodium CarbonateHCID 24408BromineHCID 58064785Ethyl 4-(3-chlorophenyl)furan-2-carboxylate

生成物 1

HCID 58064768Ethyl 5-bromo-4-(3-chlorophenyl)furan-2-carboxylate

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
60 °C

実験手順

0.82 g (3.27 mmol) of the compound from Example 9A are provided in 21 ml of acetic acid, 0.17 ml (3.27 mmol) of bromine are added and the mixture is stirred at 60° C. overnight. A saturated aqueous sodium carbonate solution is added carefully, and the mixture is extracted with ethyl acetate. The organic phase is washed twice with water, dried over sodium sulfate, filtered and concentrated. The crude product is purified by flash chromatography (mobile phase: cyclohexane/ethyl acetate 40:1). 1.05 g (91% of theory) of the title compound are obtained.

後処理

  1. extractionthe mixture is extracted with ethyl acetate
  2. washThe organic phase is washed twice with water
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe crude product is purified by flash chromatography (mobile phase: cyclohexane/ethyl acetate 40:1)

出典と根拠

ORDレコード
ord-1a83798df0a747d88e9372c772f53b1f
出典データセット
uspto-grants-2012_12
特許番号
US08324268B2

反応ノート

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