Hydrochloric Acid → 1-[2-(p-Aminophenoxy)ethyl]-4-(p-fluorophenyl)-1,2,3,6-tetrahydropyridine dihydrochloride

HRID 1605960노트

반응식

HRID 1605960 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH2:9][CH2:10][N:11]([CH2:14][CH2:15][O:16][C:17]3[CH:22]=[CH:21][C:20]([N+:23]([O-])=O)=[CH:19][CH:18]=3)[CH2:12][CH:13]=2)=[CH:4][CH:3]=1.[ClH:26].C(O)C.[OH-].[Na+]>C(OCC)(=O)C.[Fe].O>[ClH:26].[ClH:26].[NH2:23][C:20]1[CH:19]=[CH:18][C:17]([O:16][CH2:15][CH2:14][N:11]2[CH2:10][CH:9]=[C:8]([C:5]3[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=3)[CH2:13][CH2:12]2)=[CH:22][CH:21]=1

참가 물질

8

반응물 4

HCID 313Hydrochloric Acid3회HCID 702EthanolHCID 14798Sodium HydroxideHCID 215456084-(p-Fluorophenyl)-1,2,3,6-tetrahydro-1-[2-(p-nitrophenoxy)ethyl]pyridine

생성물 1

HCID 215456061-[2-(p-Aminophenoxy)ethyl]-4-(p-fluorophenyl)-1,2,3,6-tetrahydropyridine dihydrochloride

시약·촉매·용매 3

HCID 23925Iron촉매HCID 962Water용매HCID 8857Ethyl Acetate용매

실험 절차

0.2 g. of powdered iron is added to a solution of 0.34 g. of 4-(p-fluorophenyl)-1,2,3,6-tetrahydro-1-[2-(p-nitrophenoxy) ethyl]pyridine in a mixture of 2 ml. of 1N hydrochloric acid, 10 ml. of ethanol and 10 ml. of water. The mixture is refluxed for 4 hrs., cooled and made alkaline by addition of 1N sodium hydroxide. After addition of 20 ml. of chloroform and celite, the mixture is filtered. The organic phase is separated, dried and evaporated. The oily residue obtained is dissolved in ethyl acetate and converted to the hydrochloride by addition of ethanolic hydrogen chloride. The 1-[2-(p-aminophenoxy)ethyl]-4-(p-fluorophenyl)-1,2,3,6-tetrahydropyridine dihydrochloride obtained in this way has m.p. 180°-181° after recrystallization from ethanol/ethylacetate/ether.

후처리

  1. temperatureThe mixture is refluxed for 4 hrs
  2. temperature, cooled
  3. additionAfter addition of 20 ml
  4. filtrationof chloroform and celite, the mixture is filtered
  5. customThe organic phase is separated
  6. customdried
  7. customevaporated
  8. customThe oily residue obtained

출처 및 근거

ORD 기록
ord-919f6738bd534276b667e98cc7e7994b
출처 데이터셋
uspto-grants-1976_04
특허 번호
US03951987

반응 노트

불러오는 중…