Hydrochloric Acid → 2-(p-Cyanophenyl)-5-octylpyridine

HRID 3933

反応式

HRID 3933 の反応式
[CH3:1][N:2]1CCCC1=O.Br[C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:20]=[CH:19][C:18]([CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])=[CH:17][N:16]=2)=[CH:11][CH:10]=1.[Cu]C#N.Cl>[Fe](Cl)Cl.O>[C:1]([C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:20]=[CH:19][C:18]([CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])=[CH:17][N:16]=2)=[CH:11][CH:10]=1)#[N:2]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 13387N-methyl-2-pyrrolidoneHCID 135862762-(p-Bromophenyl)-5-octylpyridineHCID 178418546HCID 178418546、化合物

生成物 1

HCID 135862772-(p-Cyanophenyl)-5-octylpyridine

試薬・触媒・溶媒 2

HCID 24458Ferrous Chloride触媒HCID 962Water溶媒

実験手順

94 ml of N-methylpyrrolidone was added to the 47.6 g (0.138 mol) of the 2-(p-bromophenyl)-5-octylpyridine. Then 19.3 g (0.216 mol) of copper (I) cyanide was added and the solution was refluxed for 2 hours. A mixture of 69 g of iron (II) chloride, 13.8 ml of concentrated hydrochloric acid and 69 ml of water was added to the mixture solution and the organic layer was extracted with chloroform. The extract was washed with a 10% aqueous solution of potassium hydroxide and then three times with water. Chloroform was removed by distillation. The residue was distilled under reduced pressure (210° to 220° C./2 mmHg) and recrystallized from methanol to obtain 33 g (0.1113 mol) of 2-(p-cyanophenyl)-5-octylpyridine.

後処理

  1. temperaturethe solution was refluxed for 2 hours
  2. additionwas added to the mixture solution
  3. extractionthe organic layer was extracted with chloroform
  4. washThe extract was washed with a 10% aqueous solution of potassium hydroxide
  5. customChloroform was removed by distillation
  6. distillationThe residue was distilled under reduced pressure (210° to 220° C./2 mmHg)
  7. customrecrystallized from methanol

出典と根拠

ORDレコード
ord-3e38851339f345daa2b27e8a83160009
出典データセット
uspto-grants-1988_02
特許番号
US04723018

関連ノート

読み込み中…