Sodium Carbonate → 4-(3,4-Dichlorophenyl)-1-piperazinepentanenitrile

HRID 1975878

反応式

HRID 1975878 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([N:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)[CH:5]=[CH:6][C:7]=1[Cl:8].Cl[CH2:16][CH2:17][CH2:18][CH2:19][C:20]#[N:21].C(=O)([O-])[O-].[Na+].[Na+]>CC(C)CC(=O)C.[I-].[K+]>[Cl:1][C:2]1[CH:3]=[C:4]([N:9]2[CH2:14][CH2:13][N:12]([CH2:16][CH2:17][CH2:18][CH2:19][C:20]#[N:21])[CH2:11][CH2:10]2)[CH:5]=[CH:6][C:7]=1[Cl:8]

参加物

6

反応物 3

HCID 10340Sodium CarbonateHCID 804745-ChlorovaleronitrileHCID 936011-(3,4-Dichlorophenyl)piperazine

生成物 1

HCID 219996984-(3,4-Dichlorophenyl)-1-piperazinepentanenitrile収率 72.1%

試薬・触媒・溶媒 2

HCID 4875Potassium Iodide触媒HCID 7909Methyl Isobutyl Ketone溶媒

実験手順

A mixture of 1-(3,4-dichlorophenyl)piperazine (0.1 mol), 5-chloropentanenitrile (0.13 mol), sodium carbonate (10 g) and potassium iodide (0.1 g) in 4-methyl-2-pentanone (280 ml) was stirred and refluxed for 10 hours. The reaction mixture was cooled, filtered and the filtrate was evaporated. The residue was purified by column chromatography over silica gel (eluent: CH2Cl2/CH3OH 95/5). The pure fractions were collected and the solvent was evaporated, yielding 22.5 g (72%) of 4-(3,4-dichlorophenyl)-1-piperazinepentanenitrile (interm. 2).

後処理

  1. temperaturerefluxed for 10 hours
  2. temperatureThe reaction mixture was cooled
  3. filtrationfiltered
  4. customthe filtrate was evaporated
  5. customThe residue was purified by column chromatography over silica gel (eluent: CH2Cl2/CH3OH 95/5)
  6. customThe pure fractions were collected
  7. customthe solvent was evaporated

出典と根拠

ORDレコード
ord-4a5bdc30be874aee83bdc8629aaa3da8
出典データセット
uspto-grants-2001_05
特許番号
US06224849B1

関連ノート

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