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

HRID 2246426ノート

反応式

HRID 2246426 の反応式
[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]

参加物

4

反応物 3

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

生成物 1

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

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-f1abf76c8abe4cd2957470c9ff719c6b
出典データセット
uspto-grants-2010_03
特許番号
US07687515B2

反応ノート

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