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2-Nitrophenol → 1-Cyclopentyl-4-((4-nitrophenoxy)methyl)-2-(trifluoromethyl)benzene

HRID 2274103
ノート
印刷プレビュー

反応式

HRID 2274103 の反応式
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1O)([O-:3])=[O:2].[C:11](=[O:14])([O-])[O-].[K+].[K+].ClC[C:19]1[CH:24]=[CH:23][C:22]([CH:25]2[CH2:29][CH2:28][CH2:27][CH2:26]2)=[C:21]([C:30]([F:33])([F:32])[F:31])[CH:20]=1>CC(N(C)C)=O>[CH:25]1([C:22]2[CH:23]=[CH:24][C:19]([CH2:11][O:14][C:7]3[CH:8]=[CH:9][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=3)=[CH:20][C:21]=2[C:30]([F:31])([F:32])[F:33])[CH2:26][CH2:27][CH2:28][CH2:29]1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 69472-NitrophenolHCID 11430Potassium CarbonateHCID 534026024-(Chloromethyl)-1-cyclopentyl-2-(trifluoromethyl)benzene

生成物 1

HCID 672205701-Cyclopentyl-4-((4-nitrophenoxy)methyl)-2-(trifluoromethyl)benzene収率 85%

試薬・触媒・溶媒 1

HCID 31374Dimethylacetamide溶媒

反応条件

温度
77 °C

実験手順

In a 1 L flask equipped with a stirrer, thermocouple, condenser and a nitrogen inlet, was placed nitrophenol (28 g, 201 mmol) in DMA (150 mL) and potassium carbonate powder (28.7 g, 207 mmol). 4-(Chloromethyl)-1-cyclopentyl-2-(trifluoromethyl)benzene (45.4 g, 173 mmol) was added and washed in with DMA (120 mL). The reaction was heated at 80° C. (bath, internal 77° C.) overnight. The mixture was cooled and poured into ice water (1 L). The solids formed were allowed to settle with stirring for 4 h and collected by filtration. The solid collected was stirred in sodium bicarbonate solution (300 mL), filtered, washed with water, and air dried. The pale yellow residue was washed with hexanes (250 mL) and the solids were dried in vacuum oven overnight to give the title compound (41.4 g, 85% pure by LC). LCMS m/z=366.2 [M+H]+

後処理

  1. customIn a 1 L flask equipped with a stirrer
  2. customthermocouple, condenser and a nitrogen inlet, was placed
  3. washwashed in with DMA (120 mL)
  4. temperatureThe mixture was cooled
  5. additionpoured into ice water (1 L)
  6. customThe solids formed
  7. filtrationcollected by filtration
  8. customThe solid collected
  9. stirringwas stirred in sodium bicarbonate solution (300 mL)
  10. filtrationfiltered
  11. washwashed with water, and air
  12. customdried
  13. washThe pale yellow residue was washed with hexanes (250 mL)
  14. customthe solids were dried in vacuum oven overnight

出典と根拠

ORDレコード
ord-6217bf9af5614a51b77f82b270c3bfc3
出典データセット
uspto-grants-2015_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09126932B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート