Sodium hydride → p-(1-Trifluoromethyl-heptyloxy)-benzonitrile

HRID 372929

反応式

HRID 372929 の反応式
[H-].[Na+].[F:3][C:4]([F:14])([F:13])[CH:5]([OH:12])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11].[H][H].[Na].I[C:19]1[CH:26]=[CH:25][C:22]([C:23]#[N:24])=[CH:21][CH:20]=1>O.CN(C=O)C>[F:3][C:4]([F:13])([F:14])[CH:5]([O:12][C:19]1[CH:26]=[CH:25][C:22]([C:23]#[N:24])=[CH:21][CH:20]=1)[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11]

参加物

8

反応物 5

HCID 24758Sodium hydrideHCID 764674-IodobenzonitrileHCID 978042-Octanol, 1,1,1-trifluoro-2 回HCID 5360545SodiumHCID 178418361HCID 178418361、化合物

生成物 1

HCID 15724839p-(1-Trifluoromethyl-heptyloxy)-benzonitrile

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

Into 100 ml of dry DMF containing 0.86 g of sodium hydride (purity 60%), were added dropwise 3.9 g of R-form oa 1-trifluoromethyl-heptanol, at room temperature with such a speed not causing too rapid generation of hydrogen, to prepare sodium salt (alkoxide) of R-form oa 1-trifluoromethyl-heptanol. After addition was over, stirring was continued further an hour at room temperature, followed by adding thereto 4.80 g of p-iodo-benzonitrile and then refluxing for 2 hours. After cooling, the product was introduced into iced water, and extracted with hexane. The hexane phase was washed subsequently with water, 1N-HCl aqueous solution and then water, followed by purifying with silica gel column to obtain 5.16 g of oily oa p-(1-trifluoromethyl-heptyloxy)- benzonitrile.

後処理

  1. customat room temperature
  2. additionAfter addition
  3. waitwas continued further an hour at room temperature
  4. additionby adding
  5. temperatureAfter cooling
  6. extractionextracted with hexane
  7. washThe hexane phase was washed subsequently with water, 1N-HCl aqueous solution
  8. customby purifying with silica gel column

出典と根拠

ORDレコード
ord-2b8b5b7465ef4adc9b1eda4352119f95
出典データセット
uspto-grants-1992_11
特許番号
US05160662

関連ノート

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