Dimethyl Sulfoxide → 3-(4-(4-Methylpiperazin-1-yl)phenyl)butanenitrile

HRID 2176916ノート

反応式

HRID 2176916 の反応式
[C:1]([CH:3]([CH:8]([C:10]1[CH:15]=[CH:14][C:13]([N:16]2[CH2:21][CH2:20][N:19]([CH3:22])[CH2:18][CH2:17]2)=[CH:12][CH:11]=1)[CH3:9])C(OC)=O)#[N:2].[Cl-].[Na+].CS(C)=O>O>[CH3:22][N:19]1[CH2:20][CH2:21][N:16]([C:13]2[CH:14]=[CH:15][C:10]([CH:8]([CH3:9])[CH2:3][C:1]#[N:2])=[CH:11][CH:12]=2)[CH2:17][CH2:18]1

参加物

5

反応物 3

HCID 679Dimethyl SulfoxideHCID 5234Sodium ChlorideHCID 67382550Methyl 2-cyano-3-(4-(4-methylpiperazin-1-yl)phenyl)butanoate

生成物 1

HCID 673833103-(4-(4-Methylpiperazin-1-yl)phenyl)butanenitrile収率 79.7%

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

反応条件

温度
162.5 °C

実験手順

A mixture of methyl 2-cyano-3-(4-(4-methylpiperazin-1-yl)phenyl)butanoate (700 mg, 2.32 mmol), sodium chloride (405 mg, 6.90 mmol), DMSO (5 ml) and water (2 ml, 3 vol %) and heated at 160-165° C. for 12 h. The reaction mixture was poured into water and extracted with ethyl acetate. The organic layer was washed with water, brine, dried over anhydrous sodium sulfate, filtered and concentrated in vacuo to afford 450 mg (79.6%) of 3-(4-(4-methylpiperazin-1-yl)phenyl)butanenitrile as a colorless liquid.

後処理

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with water, brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-1482ba54ea954e8f9ca07fedf77ac25c
出典データセット
uspto-grants-2015_06
特許番号
US09067888B2

反応ノート

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