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

HRID 2256050ノート

反応式

HRID 2256050 の反応式
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]

参加物

3

反応物 1

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

生成物 1

HCID 187003874-(2-(Methylsulfinyl)phenyl)piperidine収率 83.9%

試薬・触媒・溶媒 1

HCID 6422Trifluoroacetic acid溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-c30efc5ee7bf4ce7b3bcb7f8bee00e91
出典データセット
uspto-grants-1997_08
特許番号
US05654299

反応ノート

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