Potassium Carbonate → 3-(R,S)-(1-carbamoyl-1,1-diphenylmethyl)-1-(4chlorophenethyl)piperidine

HRID 21398

반응식

HRID 21398 반응식
[C:1]([C:4]([CH:17]1[CH2:22][CH2:21][CH2:20][NH:19][CH2:18]1)([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)(=[O:3])[NH2:2].[Cl:23][C:24]1[CH:32]=[CH:31][C:27]([CH2:28][CH2:29]Br)=[CH:26][CH:25]=1.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[C:1]([C:4]([CH:17]1[CH2:22][CH2:21][CH2:20][N:19]([CH2:29][CH2:28][C:27]2[CH:31]=[CH:32][C:24]([Cl:23])=[CH:25][CH:26]=2)[CH2:18]1)([C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1)[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)(=[O:3])[NH2:2]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 230291-(2-Bromoethyl)-4-chlorobenzeneHCID 136337483-(R,S)-(1-carbamoyl-1,1-diphenylmethyl)piperidine

생성물 1

HCID 118584133-(R,S)-(1-carbamoyl-1,1-diphenylmethyl)-1-(4chlorophenethyl)piperidine

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A mixture containing 3-(R,S)-(1-carbamoyl-1,1-diphenylmethyl)piperidine (0.3 g), 4-chlorophenethyl bromide (0.24 g), anhydrous potassium carbonate (0.3 g) and acetonitrile (15 ml) was heated under reflux for 7 hours. The mixture was partitioned between dichloromethane (30 ml) and 10% aqueous sodium carbonate (30 ml), the layers separated, and the aqueous layer extracted with dichloromethane (2×50 ml). The combined dichloromethane extracts were dried (MgSO4) and concentrated in vacuo to give a solid which was recrystallised from aqueous methanol to give the title compound, yield 0.24 g, m.p. 188°-190° C.

후처리

  1. temperaturewas heated
  2. temperatureunder reflux for 7 hours
  3. customThe mixture was partitioned between dichloromethane (30 ml) and 10% aqueous sodium carbonate (30 ml)
  4. customthe layers separated
  5. extractionthe aqueous layer extracted with dichloromethane (2×50 ml)
  6. dry with materialThe combined dichloromethane extracts were dried (MgSO4)
  7. concentrationconcentrated in vacuo
  8. customto give a solid which
  9. customwas recrystallised from aqueous methanol

출처 및 근거

ORD 기록
ord-fcff833a6c514b5f99aa15dd10c0a1f5
출처 데이터셋
uspto-grants-1995_06
특허 번호
US05422358

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