Hydrochloric Acid → 1-(5-Phenyl-4,5-dihydroisoxazol-3-ylmethyl)-4-(4-chlorophenyl)-4-hydroxypiperidine hydrochloride

HRID 434519노트

반응식

HRID 434519 반응식
[Cl:1][CH2:2][C:3]1[CH2:7][CH:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[O:5][N:4]=1.[Cl:14][C:15]1[CH:20]=[CH:19][C:18]([C:21]2([OH:27])[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]2)=[CH:17][CH:16]=1.C(=O)([O-])[O-].[K+].[K+].Cl>C(OC(C)C)(C)C.C(O)C>[ClH:1].[C:8]1([CH:6]2[O:5][N:4]=[C:3]([CH2:2][N:24]3[CH2:23][CH2:22][C:21]([C:18]4[CH:19]=[CH:20][C:15]([Cl:14])=[CH:16][CH:17]=4)([OH:27])[CH2:26][CH2:25]3)[CH2:7]2)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 382824-(4-Chlorophenyl)-4-hydroxypiperidineHCID 114582493-(Chloromethyl)-5-phenyl-4,5-dihydro-1,2-oxazole

생성물 1

HCID 204928221-(5-Phenyl-4,5-dihydroisoxazol-3-ylmethyl)-4-(4-chlorophenyl)-4-hydroxypiperidine hydrochloride

시약·촉매·용매 2

HCID 702Ethanol용매HCID 7914Diisopropyl Ether용매

실험 절차

3-Chloromethyl-5-phenyl-4,5-dihydroisoxazole (5.87 g), 6.3 g of 4-(4-chlorophenyl)-4-hydroxypiperidine, 4 g of potassium carbonate and 50 ml of ethanol are heated to 60°-70° C. with stirring for 6 hours. The reaction mixture is filtered and the filtrate is condensed by distillation under reduced pressure. To the residue are added 200 ml of ethyl acetate and 100 ml of water. The organic layer is separated off, washed with water, dried on magnesium sulfate and evaporated under reduced pressure. The residue thus obtained is dissolved in isopropyl ether and alcoholic hydrochloric acid is added to the solution. The crystals thus formed are filtered and then recrystallized from isopropyl alcohol, giving 1-(5-phenyl-4,5-dihydroisoxazol-3-ylmethyl)-4-(4-chlorophenyl)-4-hydroxypiperidine hydrochloride. Melting point: 175°-176° C. (decomposition)

후처리

  1. filtrationThe reaction mixture is filtered
  2. customcondensed
  3. distillationby distillation under reduced pressure
  4. additionTo the residue are added 200 ml of ethyl acetate and 100 ml of water
  5. customThe organic layer is separated off
  6. washwashed with water
  7. customdried on magnesium sulfate
  8. customevaporated under reduced pressure
  9. customThe residue thus obtained
  10. customThe crystals thus formed
  11. filtrationare filtered
  12. customrecrystallized from isopropyl alcohol

출처 및 근거

ORD 기록
ord-8899a4c4c5234056a750af5002a1a8a4
출처 데이터셋
uspto-grants-1983_08
특허 번호
US04397853

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