Tert-butyl 4-[(4-nitrophenyl)sulfanyl]piperidine-1-carboxylate → Tert-butyl 4-(4-aminophenylthio)piperidine-1-carboxylate

HRID 515316노트

반응식

HRID 515316 반응식
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10][CH:11]2[CH2:16][CH2:15][N:14]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH2:13][CH2:12]2)=[CH:6][CH:5]=1)([O-])=O>C(O)C.[Pd]>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([S:10][CH:11]2[CH2:12][CH2:13][N:14]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH2:15][CH2:16]2)=[CH:6][CH:5]=1

참가 물질

4

반응물 1

HCID 18538797Tert-butyl 4-[(4-nitrophenyl)sulfanyl]piperidine-1-carboxylate

생성물 1

HCID 18538812Tert-butyl 4-(4-aminophenylthio)piperidine-1-carboxylate수율 108.3%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

tert-Butyl 4-(4-nitrophenylthio)piperidine-1-carboxylate (8.56 mmol, 2.8973 g) and palladium (3.77 mmol, 0.401 g) were combined in ethanol (30 mL) and the reaction mixture hydrogenated at 5 bar for 2 hours. The reaction mixture was filtered and concentrated under vacuum, reaction incomplete. Hydrogenation resumed with fresh palladium and left overnight. The reaction mixture was filtered and concentrated under vacuum to afford the title compound (2.86 g).

후처리

  1. filtrationThe reaction mixture was filtered
  2. concentrationconcentrated under vacuum, reaction incomplete
  3. waitleft overnight
  4. filtrationThe reaction mixture was filtered
  5. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-01639aa61da4456a8295f845ae20d100
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09108939B2

반응 노트

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