Potassium Carbonate → 1-Bromo-3,5-dichloro-2-(2,2-difluoroethoxy)benzene

HRID 2046563ノート

反応式

HRID 2046563 の反応式
[Br:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[C:4]([Cl:9])[C:3]=1[OH:10].C([O-])([O-])=O.[K+].[K+].[F:17][CH:18]([F:25])[CH2:19]OS(C)(=O)=O>CN(C=O)C>[Br:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[C:4]([Cl:9])[C:3]=1[O:10][CH2:19][CH:18]([F:25])[F:17]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 206172-Bromo-4,6-dichlorophenolHCID 567764922,2-Difluoroethyl methanesulfonate

生成物 1

HCID 441966871-Bromo-3,5-dichloro-2-(2,2-difluoroethoxy)benzene収率 79%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 2-bromo-4,6-dichloro-phenol (14.6 g, 60.3 mmol) (intermediate B-1 [A]) in DMF (10 ml) were added K2CO3 (16.53 g, 120.6 mmol) and methanesulfonic acid 2,2-difluoro-ethyl ester (10.7 g, 66.4 mmol) (intermediate B-1 [B]) and the mixture was heated to reflux for 16 h. The DMF was then evaporated in vacuo and the resulting residue was dissolved in EtOAc (300 ml). This solution was washed two times with water, with brine, dried with Na2SO4 and evaporated. The remaining crude product was purified by chromatography (silica gel; hexane) and the title compound (14.5 g, 79%) was obtained as white solid. MS: 304 (M+, 1Br).

後処理

  1. temperaturethe mixture was heated
  2. temperatureto reflux for 16 h
  3. customThe DMF was then evaporated in vacuo
  4. dissolutionthe resulting residue was dissolved in EtOAc (300 ml)
  5. washThis solution was washed two times with water
  6. dry with materialwith brine, dried with Na2SO4
  7. customevaporated
  8. customThe remaining crude product was purified by chromatography (silica gel; hexane)

出典と根拠

ORDレコード
ord-f6dc18a5143d4eb89565ab3fd0bcb8ea
出典データセット
uspto-grants-2013_11
特許番号
US08592426B2

反応ノート

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