Acetonitrile → 1-Bromo-4-ethoxy-2-(trifluoromethyl)benzene

HRID 2246426노트

반응식

HRID 2246426 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][C:3]=1[C:9]([F:12])([F:11])[F:10].C(=O)([O-])[O-].[K+].[K+].[C:19](#N)[CH3:20]>>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH2:19][CH3:20])=[CH:4][C:3]=1[C:9]([F:10])([F:11])[F:12]

참가 물질

4

반응물 3

HCID 6342AcetonitrileHCID 11430Potassium CarbonateHCID 222773074-Bromo-3-(trifluoromethyl)phenol

생성물 1

HCID 220349931-Bromo-4-ethoxy-2-(trifluoromethyl)benzene

실험 절차

A stirred suspension of 4-bromo-3-trifluoromethyl-phenol (117.6 g, 0.49 mol) iodoethane (77.6 g, 0.49 mol) and potassium carbonate (101.2 g, 0.73 mol) in acetonitrile (600 ml) was heated to reflux for 2.5 hours. The mixture was concentrated under reduced pressure before partitioning between dichloromethane (1 litre) and water (1 litre). The organic phase was collected and dried over magnesium sulfate before concentration under reduced pressure to afford 4-bromo-1-ethoxy-3-trifluoromethyl-benzene (126.97 g). 1H NMR (CDCl3): δ 7.66 (s, 1H) 7.56 (d, 1H) 6.86 (s, 1H) 4.09 (q, 2H) 1.44 (t, 3H).

후처리

  1. temperaturewas heated
  2. temperatureto reflux for 2.5 hours
  3. concentrationThe mixture was concentrated under reduced pressure
  4. custombefore partitioning between dichloromethane (1 litre) and water (1 litre)
  5. customThe organic phase was collected
  6. dry with materialdried over magnesium sulfate before concentration under reduced pressure

출처 및 근거

ORD 기록
ord-f1abf76c8abe4cd2957470c9ff719c6b
출처 데이터셋
uspto-grants-2010_03
특허 번호
US07687515B2

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