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

HRID 964009

반응식

HRID 964009 반응식
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

참가 물질

6

반응물 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

생성물 1

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

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-7356018c09cc4e4e94b9c61653e882c3
출처 데이터셋
uspto-grants-1998_06
특허 번호
US05767116

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