1-Benzyloxycarbonyl-4-(2-methylsulfinylphenyl)piperidine → 4-(2-(Methylsulfinyl)phenyl)piperidine

HRID 2256050노트

반응식

HRID 2256050 반응식
C(OC([N:11]1[CH2:16][CH2:15][CH:14]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[S:23]([CH3:25])=[O:24])[CH2:13][CH2:12]1)=O)C1C=CC=CC=1>FC(F)(F)C(O)=O>[CH3:25][S:23]([C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=1[CH:14]1[CH2:15][CH2:16][NH:11][CH2:12][CH2:13]1)=[O:24]

참가 물질

3

반응물 1

HCID 226222471-Benzyloxycarbonyl-4-(2-methylsulfinylphenyl)piperidine

생성물 1

HCID 187003874-(2-(Methylsulfinyl)phenyl)piperidine수율 83.9%

시약·촉매·용매 1

HCID 6422Trifluoroacetic acid용매

실험 절차

A solution of 1-benzyloxycarbonyl-4-(2-methylsulfinylphenyl)piperidine (1.66 g) in 8 mL of trifluoroacetic acid was heated to reflux for 45 minutes. At the end of this period, the reaction mixture was evaporated and the residue was treated with toluene. Upon evaporating the solvent, the residue was treated with an additional portion of toluene and the process was repeated. The final residue was dried under reduced pressure and purified by chromatography; elution with dichloromethane:methanol:triethylamine (19:1:1) afforded the named product (0.87 g); MS: 224; NMR: 1.6-2.4 (m, 4), 2.7 (two peaks, 3), 2.9-3.2 (m, 3), 3.3-3.5 (m, 2), 5.3-5.7 (br, 1), 7.4-7.5 (m, 3), 7.9-8.0 (m, 1).

후처리

  1. temperatureto reflux for 45 minutes
  2. customAt the end of this period, the reaction mixture was evaporated
  3. additionthe residue was treated with toluene
  4. customUpon evaporating the solvent
  5. additionthe residue was treated with an additional portion of toluene
  6. dry with materialThe final residue was dried under reduced pressure
  7. custompurified by chromatography
  8. washelution with dichloromethane:methanol:triethylamine (19:1:1)

출처 및 근거

ORD 기록
ord-c30efc5ee7bf4ce7b3bcb7f8bee00e91
출처 데이터셋
uspto-grants-1997_08
특허 번호
US05654299

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