Dimethylformamide → 2-(2-Nitro-4-trifluoromethylphenoxy)-4-(1,1-dimethylpropyl)benzene

HRID 129876

反応式

HRID 129876 の反応式
[CH3:1][C:2]([C:6]1[CH:11]=[CH:10][C:9](O)=[CH:8][CH:7]=1)([CH3:5])[CH2:3][CH3:4].Br[C:14]1[CH:19]=[CH:18][C:17]([C:20]([F:23])([F:22])[F:21])=[CH:16][C:15]=1[N+:24]([O-:26])=[O:25].CN(C)C=[O:30]>>[N+:24]([C:15]1[CH:16]=[C:17]([C:20]([F:23])([F:22])[F:21])[CH:18]=[CH:19][C:14]=1[O:30][C:10]1[CH:11]=[C:6]([C:2]([CH3:5])([CH3:1])[CH2:3][CH3:4])[CH:7]=[CH:8][CH:9]=1)([O-:26])=[O:25]

参加物

4

反応物 3

HCID 6228DimethylformamideHCID 66434-tert-PentylphenolHCID 5207064-Bromo-3-nitrobenzotrifluoride

生成物 1

HCID 539589052-(2-Nitro-4-trifluoromethylphenoxy)-4-(1,1-dimethylpropyl)benzene

反応条件

温度
150 °C

実験手順

A mixture of 4-(1,1-dimethylpropyl)phenol (821 mg, 0.005 mol), 4-bromo-3-nitrobenzotrifluoride (1.35g, 0.005 mol) potassium carbonate (1.38g, 0.010 mol) and cuprous oxide (143 mg, 0.001 mol) in dimethylformamide (25 ml) was stirred under argon at 150° C. for sixteen hours. The solvent was evaporated and the residue partitioned between ethyl acetate and water, the layers separated, dried over MgSO4 and evaporated. The crude product flash chromatographed (silica gel, ethyl acetate/hexane) to give the title compound as a yellow oil. 1H NMR (250 MHz, CDCl3) ∂8.20 (d, 1H), 7.70 (dd, 1H), 7.45 (m, 2H), 7.05 (m, 3H), 1.65 (q, 3H), 1.30 (s, 6H), 0.65 (t, 2H).

後処理

  1. customThe solvent was evaporated
  2. customthe residue partitioned between ethyl acetate and water
  3. customthe layers separated
  4. dry with materialdried over MgSO4
  5. customevaporated
  6. customThe crude product flash chromatographed (silica gel, ethyl acetate/hexane)

出典と根拠

ORDレコード
ord-dd6cf062c803458ba3986245a309df08
出典データセット
uspto-grants-1995_11
特許番号
US05470882

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