Potassium Iodide → N-(1,4-benzodioxan-2-ylmethyl)-1-[1-(2-chlorophenyl)piperid-4-yl]methylamine hydrochloride

HRID 964009

反応式

HRID 964009 の反応式
C1(C)C=CC(S(O[CH2:11][CH:12]2[O:17][C:16]3[CH:18]=[CH:19][CH:20]=[CH:21][C:15]=3[O:14][CH2:13]2)(=O)=O)=CC=1.[Cl:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=1[N:30]1[CH2:35][CH2:34][CH:33]([CH2:36][NH2:37])[CH2:32][CH2:31]1.C(=O)([O-])[O-].[K+].[K+].[I-].[K+]>C(#N)C>[ClH:23].[O:17]1[C:16]2[CH:18]=[CH:19][CH:20]=[CH:21][C:15]=2[O:14][CH2:13][CH:12]1[CH2:11][NH:37][CH2:36][CH:33]1[CH2:34][CH2:35][N:30]([C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][C:24]=2[Cl:23])[CH2:31][CH2:32]1

参加物

6

反応物 4

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 4522296(2,3-Dihydrobenzo[b][1,4]dioxin-2-yl)methyl 4-methylbenzenesulfonateHCID 107755461-[1-(2-Chlorophenyl)piperid-4-yl]methylamine

生成物 1

HCID 19079036N-(1,4-benzodioxan-2-ylmethyl)-1-[1-(2-chlorophenyl)piperid-4-yl]methylamine hydrochloride

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

A mixture of 1,4-benzodioxan-2-ylmethyl toluene-4-sulphonate (1.68 g, prepared in a similar manner to that described in Example 1), 1-[1-(2-chlorophenyl)piperid-4-yl]methylamine (1.8 g) and potassium carbonate (10 g) in acetonitrile (150 ml) was heated under reflux with stirring for 24 hours. Potassium iodide (0.2 g) was added to the reaction mixture and heating under reflux continued for a further 24 hours. The cooled mixture was filtered and the solvent removed from the filtrate in vacuo. The residue was passed through a silica column using a 1:1 mixture of petroleum ether (b.p. 40°-60° C.) and ethyl acetate as eluant. The solvent was removed from the eluate in vacuo and the clear oily residue dissolved in ether. An excess of an etheral solution of hydrogen chloride was added, and the solvent removed in vacuo to give N-(1,4-benzodioxan-2-ylmethyl)-1-[1-(2-chlorophenyl)piperid-4-yl]methylamine hydrochloride (0.37 g), m.p. 275°-278° C. (dec).

後処理

  1. customprepared in a similar manner to that
  2. temperaturewas heated
  3. temperatureunder reflux
  4. temperatureheating
  5. temperatureunder reflux
  6. waitcontinued for a further 24 hours
  7. filtrationThe cooled mixture was filtered
  8. customthe solvent removed from the filtrate in vacuo
  9. additiona 1:1 mixture of petroleum ether (b.p. 40°-60° C.) and ethyl acetate as eluant
  10. customThe solvent was removed from the eluate in vacuo
  11. dissolutionthe clear oily residue dissolved in ether
  12. additionAn excess of an etheral solution of hydrogen chloride was added
  13. customthe solvent removed in vacuo

出典と根拠

ORDレコード
ord-7356018c09cc4e4e94b9c61653e882c3
出典データセット
uspto-grants-1998_06
特許番号
US05767116

関連ノート

読み込み中…