Methyl Ethyl Ketone → 1,3-Dibromo-2-(2-chloroethoxy)-5-fluorobenzene

HRID 962808노트

반응식

HRID 962808 반응식
[Br:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[C:4]([Br:9])[C:3]=1[OH:10].C(=O)([O-])[O-].[K+].[K+].Br[CH2:18][CH2:19][Cl:20].CC(=O)CC>C(OCC)C>[Cl:20][CH2:19][CH2:18][O:10][C:3]1[C:2]([Br:1])=[CH:7][C:6]([F:8])=[CH:5][C:4]=1[Br:9]

참가 물질

6

반응물 4

HCID 6569Methyl Ethyl KetoneHCID 78491-Bromo-2-ChloroethaneHCID 11430Potassium CarbonateHCID 676542,6-Dibromo-4-fluorophenol

생성물 1

HCID 108304061,3-Dibromo-2-(2-chloroethoxy)-5-fluorobenzene수율 99.1%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

A mixture of 2,6-dibromo-4-fluoro-phenol (55 g, 0.20 mol), potassium carbonate (60 g, 0.43 mol), 1-bromo-2-chloroethane (32.5 g, 0.23 mol) and 2-butanone (500 mL) was heated to reflux for 2 hours and allowed to cool to ambient temperature. The solids were filtered and the solvent was removed under vacuum to afford an oil. The oil was dissolved in diethyl ether (300 mL) and washed with water, dried over anhydrous magnesium sulfate, charcaolized, and filtered through Solka floc to afford 65.9 g (97.2%) of an oil; MS EI m/e 330/332/334/336 (M+); 1H NMR (.CDCl3) δ 3.89 (2H, t, J=6.1 Hz), 4.23 (2H, t, J=6.1 Hz), 7.28 (2H, d, J=7.5 Hz).

후처리

  1. temperaturewas heated
  2. temperatureto reflux for 2 hours
  3. filtrationThe solids were filtered
  4. customthe solvent was removed under vacuum
  5. customto afford an oil
  6. washwashed with water
  7. dry with materialdried over anhydrous magnesium sulfate
  8. filtrationfiltered through Solka floc

출처 및 근거

ORD 기록
ord-aa2bfb69d10d4273abf2d07150d6e50c
출처 데이터셋
uspto-grants-1998_06
특허 번호
US05760070

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