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

HRID 463323ノート

反応式

HRID 463323 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][C:32]([Cl:35])=[CH:31][CH:30]=4)[CH2:24][CH2:23]3)[CH3:19])OCC[O:11]2)=[CH:6][CH:5]=1.Cl.C(=O)([O-])[O-].[Na+].[Na+].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][C:32]([Cl:35])=[CH:31][CH:30]=3)[CH2:26][CH2:27]2)[CH3:19])=[CH:8][CH:9]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 10340Sodium CarbonateHCID 149026Tetrafluoro-m-phenylenediamine dihydrochlorideHCID 20283107HCID 20283107、化合物

生成物 1

HCID 202830801-{2-{N-[4-(4-Fluorophenyl)-4-oxobutyl]-N-methylamino}ethyl}-4-(4-chlorophenoxy)piperidine dihydrochloride収率 52.9%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A solution of 8.94 g (17.7 mmol) of 1-{2-{N-{3-[2-(4-fluorophenyl)-1,3-dioxolan-2-yl]propyl}-N-methylamino}ethyl}-4-(4-chlorophenoxy)piperidine dihydrochloride, 135 ml of methanol, and 55 ml of 3N HCl was heated at reflux for 3 hours under nitrogen. The mixture was allowed to cool to room temperature, poured into saturated sodium carbonate, extracted twice with ether and dried over potassium carbonate. Filtration followed by evaporation of the solvent provided an oil. The yield of a crude dihydrochloride was 6.71 g (81%). Recrystallization from ethanol provided 2.37 g (28%) of the desired ketone.

後処理

  1. temperatureat reflux for 3 hours under nitrogen
  2. extractionextracted twice with ether
  3. dry with materialdried over potassium carbonate
  4. filtrationFiltration
  5. customfollowed by evaporation of the solvent
  6. customprovided an oil
  7. customRecrystallization from ethanol

出典と根拠

ORDレコード
ord-4e55e6e76f4440a19cf54d9609105e0e
出典データセット
uspto-grants-1985_05
特許番号
US04518713

反応ノート

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