1-Bromopentane → 2-Phenylheptanenitrile

HRID 333432ノート

反応式

HRID 333432 の反応式
[H-].[Na+].[C:3]1([CH2:9][C:10]#[N:11])[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.Br[CH2:13][CH2:14][CH2:15][CH2:16][CH3:17]>CN(C=O)C>[C:3]1([CH:9]([CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])[C:10]#[N:11])[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

参加物

5

反応物 3

HCID 80571-BromopentaneHCID 8794PhenylacetonitrileHCID 24758Sodium hydride

生成物 1

HCID 126520202-Phenylheptanenitrile収率 64%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
0 °C

実験手順

To a suspension of 2 g of 60% NaH in 50 mL of DMF cooled to 0° C. are added dropwise 5 g (42.7 mmol) of phenylacetonitrile. After stirring for 30 minutes at 0° C., 5.32 mL (42.7 mmol) of bromopentane are added dropwise. The reaction medium is stirred for 16 hours at room temperature and then treated with ice and extracted with ethyl ether. The organic phase is washed with saturated aqueous sodium hydrogen carbonate solution, dried over sodium sulfate, filtered and evaporated under pressure. An orange-yellow oil is obtained and purified by fractional distillation under reduced pressure (70-75° C. at 1×10−1 mbar). 5.14 g in the form of an orange-coloured oil are obtained in a yield of 64%.

後処理

  1. stirringThe reaction medium is stirred for 16 hours at room temperature
  2. additiontreated with ice
  3. extractionextracted with ethyl ether
  4. washThe organic phase is washed with saturated aqueous sodium hydrogen carbonate solution
  5. dry with materialdried over sodium sulfate
  6. filtrationfiltered
  7. customevaporated under pressure
  8. customAn orange-yellow oil is obtained
  9. distillationpurified by fractional distillation under reduced pressure (70-75° C. at 1×10−1 mbar)
  10. custom5.14 g in the form of an orange-coloured oil are obtained in a yield of 64%

出典と根拠

ORDレコード
ord-b8c699b5bac942dfa635d89a2552b483
出典データセット
uspto-grants-2014_11
特許番号
US08877968B2

反応ノート

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