Hydrochloric Acid → 1-{2-{-N-[4-(4-Fluorophenyl)-4-oxobutyl]-N-methylamino}ethyl}-4-(3-chlorophenoxy)piperidine dihydrochloride

HRID 463308ノート

反応式

HRID 463308 の反応式
[ClH:1].Cl.[F:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2([CH2:15][CH2:16][CH2:17][N:18]([CH2:20][CH2:21][N:22]3[CH2:27][CH2:26][CH:25]([O:28][C:29]4[CH:34]=[CH:33][CH:32]=[C:31]([Cl:35])[CH:30]=4)[CH2:24][CH2:23]3)[CH3:19])OCC[O:11]2)=[CH:6][CH:5]=1.Cl.C1(N)C(F)=C(F)C(F)=C(N)C=1F.Cl.Cl>CO>[ClH:35].[ClH:1].[F:3][C:4]1[CH:5]=[CH:6][C:7]([C:10](=[O:11])[CH2:15][CH2:16][CH2:17][N:18]([CH2:20][CH2:21][N:22]2[CH2:23][CH2:24][CH:25]([O:28][C:29]3[CH:34]=[CH:33][CH:32]=[C:31]([Cl:35])[CH:30]=3)[CH2:26][CH2:27]2)[CH3:19])=[CH:8][CH:9]=1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 149026Tetrafluoro-m-phenylenediamine dihydrochlorideHCID 202830781-{2-{N-{3-[2-(4-Fluorophenyl)-1,3-dioxolan-2-yl]-propyl}-N-methylamino}ethyl}-4-(3-chlorophenoxy)piperidine dihydrochloride

生成物 1

HCID 202830441-{2-{-N-[4-(4-Fluorophenyl)-4-oxobutyl]-N-methylamino}ethyl}-4-(3-chlorophenoxy)piperidine dihydrochloride

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A solution prepared from 8.55 g (15.5 mmol) of 1-{2-{N-{3-[2-(4-fluorophenyl)-1,3-dioxolan-2-yl]propyl}-N-methylamino}ethyl}-4-(3-chlorophenoxy)piperidine dihydrochloride, 130 ml of methanol and 50 ml of 3N HCl was heated at reflux for 3 hours under nitrogen and allowed to cool to room temperature. The methanol was evaporated and the residue made basic with saturated sodium carbonate and extracted with ether. The ether extract was washed with saturated sodium chloride and dried over potassium carbonate. Filtration followed by evaporation of the solvent provided an oil. The yield of the dihydrochloride was 6.8 g (13.4 mmol, 86%). Recrystallization from ethanol/methanol provided analytically pure material.

後処理

  1. temperaturewas heated
  2. temperatureat reflux for 3 hours under nitrogen
  3. customThe methanol was evaporated
  4. extractionextracted with ether
  5. extractionThe ether extract
  6. washwas washed with saturated sodium chloride
  7. dry with materialdried over potassium carbonate
  8. filtrationFiltration
  9. customfollowed by evaporation of the solvent
  10. customprovided an oil
  11. customRecrystallization from ethanol/methanol
  12. customprovided analytically pure material

出典と根拠

ORDレコード
ord-8e6ea5049fa748f1adbf86de1906491d
出典データセット
uspto-grants-1985_05
特許番号
US04518713

反応ノート

読み込み中…