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

HRID 3933

반응식

HRID 3933 반응식
[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]

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 13387N-methyl-2-pyrrolidoneHCID 135862762-(p-Bromophenyl)-5-octylpyridineHCID 178418546HCID 178418546, 화합물

생성물 1

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

시약·촉매·용매 2

HCID 24458Ferrous Chloride촉매HCID 962Water용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-3e38851339f345daa2b27e8a83160009
출처 데이터셋
uspto-grants-1988_02
특허 번호
US04723018

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