Potassium Carbonate → Tert-butyl 4-(2-(3,3-diphenylpropylamino)ethyl)piperidine-1-carboxylate

HRID 2190333

반응식

HRID 2190333 반응식
Br[CH2:2][CH2:3][CH:4]([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.[NH2:17][CH2:18][CH2:19][CH:20]1[CH2:25][CH2:24][N:23]([C:26]([O:28][C:29]([CH3:32])([CH3:31])[CH3:30])=[O:27])[CH2:22][CH2:21]1.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[C:5]1([CH:4]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH2:3][CH2:2][NH:17][CH2:18][CH2:19][CH:20]2[CH2:21][CH2:22][N:23]([C:26]([O:28][C:29]([CH3:32])([CH3:31])[CH3:30])=[O:27])[CH2:24][CH2:25]2)[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 883331,1'-(3-Bromopropylidene)bisbenzeneHCID 1514258tert-Butyl 4-(2-aminoethyl)piperidine-1-carboxylate

생성물 1

HCID 57586396Tert-butyl 4-(2-(3,3-diphenylpropylamino)ethyl)piperidine-1-carboxylate

시약·촉매·용매 1

HCID 6342Acetonitrile용매

반응 조건

온도
65 °C

실험 절차

3-bromo-1,1-diphenylpropane (2.6 g, 9 mmol) and tert-butyl 4-(2-aminoethyl)piperidine-1-carboxylate (4.7 g, 21 mmol) were mixed together in acetonitrile (100 ml) and potassium carbonate (1.3 g, 9 mmol) was added. The resulting mixture was heated to 65° C. with stirring under N2 overnight. After that time the mixture was cooled and concentrated under reduced pressure. The residue was partitioned between DCM and water. The DCM layer was washed with water, dried over MgSO4 and concentrated under reduced pressure to give the crude product as a clear oil. The crude product was purified by combiflash (0-10% MeOH/DCM) to give tert-butyl 4-(2-(3,3-diphenylpropylamino)ethyl)piperidine-1-carboxylate 48.

후처리

  1. temperatureAfter that time the mixture was cooled
  2. concentrationconcentrated under reduced pressure
  3. customThe residue was partitioned between DCM and water
  4. washThe DCM layer was washed with water
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated under reduced pressure
  7. customto give the crude product as a clear oil
  8. customThe crude product was purified by combiflash (0-10% MeOH/DCM)

출처 및 근거

ORD 기록
ord-8e62e59c5f8a4d2ab5c8ec216c75c717
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08324396B2

연결된 노트

불러오는 중…