Cesium carbonate → HCID 57633709、化合物

HRID 2240876ノート

反応式

HRID 2240876 の反応式
[NH2:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[C:4]([C:10]([F:13])([F:12])[F:11])[CH:3]=1.C(=O)([O-])[O-].[Cs+].[Cs+].Br[CH2:21][CH2:22][F:23]>C(#N)C>[F:23][CH2:22][CH2:21][NH:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[C:4]([C:10]([F:11])([F:12])[F:13])[CH:3]=1

参加物

5

反応物 3

HCID 10796Cesium carbonateHCID 129822-Fluoroethyl bromide2 回HCID 5221704-Amino-2-(trifluoromethyl)benzonitrile

生成物 1

HCID 57633709HCID 57633709、化合物収率 79.8%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
120 °C

実験手順

To a solution of 4-amino-2-(trifluoromethyl)benzonitrile (0.100 g, 0.54 mmol) in acetonitrile (3 mL) was added cesium carbonate (0.438 g, 1.34 mmol) and 1-bromo-2-fluoroethane (0.340 g, 2.68 mmol). The mixture was heated in a microwave at 120° C. for 15 min. Upon cooling, additional 1-bromo-2-fluoroethane (0.340 g, 2.68 mmol) was added and the reaction was heated in the microwave at 140° C. for 20 min. Upon cooling, the solids were filtered off and washed with ethyl acetate. The filtrate was concentrated in vacuo and the residue was purified by radial chromatography (10-40% ethyl acetate-hexane gradient) to give 0.100 g of a mixture (6:1) of the title compound and 4-[bis(2-fluoroethyl)amino]-2-(trifluoromethyl)benzonitrile as a white solid, which was used as such in the next reaction.

後処理

  1. temperatureUpon cooling
  2. temperaturethe reaction was heated in the microwave at 140° C. for 20 min
  3. temperatureUpon cooling
  4. filtrationthe solids were filtered off
  5. washwashed with ethyl acetate
  6. concentrationThe filtrate was concentrated in vacuo
  7. customthe residue was purified by radial chromatography (10-40% ethyl acetate-hexane gradient)

出典と根拠

ORDレコード
ord-90416fac95e74e16af449b2d5c69ff5e
出典データセット
uspto-grants-2010_05
特許番号
US07723385B2

反応ノート

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