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

HRID 2190123노트

반응식

HRID 2190123 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 176Acetic Acid용매

반응 조건

온도
60 °C

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-1a83798df0a747d88e9372c772f53b1f
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08324268B2

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