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Potassium Carbonate → 1-[3-(9H-Carbazol-9-YL)propyl]-4-(2-methoxyphenyl)-4-piperidinol hydrochloride

HRID 1420700
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반응식

HRID 1420700 반응식
[Cl:1][CH2:2][CH2:3][CH2:4][N:5]1[C:17]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[C:11]2[C:6]1=[CH:7][CH:8]=[CH:9][CH:10]=2.BrCCCN1C2C=CC=CC=2C2C1=CC=CC=2.[CH3:35][O:36][C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][C:38]=1[C:43]1([OH:49])[CH2:48][CH2:47][NH:46][CH2:45][CH2:44]1.C([O-])([O-])=O.[K+].[K+]>CC(CC(C)C)=O>[ClH:1].[CH:16]1[C:17]2[N:5]([CH2:4][CH2:3][CH2:2][N:46]3[CH2:45][CH2:44][C:43]([C:38]4[CH:39]=[CH:40][CH:41]=[CH:42][C:37]=4[O:36][CH3:35])([OH:49])[CH2:48][CH2:47]3)[C:6]3[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=3)[C:12]=2[CH:13]=[CH:14][CH:15]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 106321344-(2-Methoxyphenyl)piperidin-4-olHCID 86755445HCID 86755445, 화합물

생성물 1

HCID 187827601-[3-(9H-Carbazol-9-YL)propyl]-4-(2-methoxyphenyl)-4-piperidinol hydrochloride수율 68%

시약·촉매·용매 1

HCID 7909Methyl Isobutyl Ketone용매

실험 절차

Compound 1 (0.879 g, 0.0036 mol ) was dissolved in methylisobutylketone (MIBK) (80 mL). 4-(2-Methoxyphenyl)piperidin-4-ol (1.123 g, 0.0054 mol) and K2CO3 (1.99 g, 0.0145 mol) were added. The resulting mixture was stirred at reflux temperature for 12 h. The reaction mixture was filtered and the solvent evaporated in vacuo. The residual oil was purified on a silica gel column (Eluent: CH2Cl2 /ethanol/25% NH4OH (aq) (92.75:7:0.25)). The product was acidified with 2M HCl(g) in diethylether, to give the title compound 1.1 g (68%). M.p. decomposes at 228° C.

후처리

  1. temperatureat reflux temperature for 12 h
  2. filtrationThe reaction mixture was filtered
  3. customthe solvent evaporated in vacuo
  4. customThe residual oil was purified on a silica gel column (Eluent: CH2Cl2 /ethanol/25% NH4OH (aq) (92.75:7:0.25))

출처 및 근거

ORD 기록
ord-286145297339474b930b40a92e0eeb8d
출처 데이터셋
uspto-grants-2000_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06071932

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