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

HRID 515316ノート

反応式

HRID 515316 の反応式
[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

参加物

4

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-01639aa61da4456a8295f845ae20d100
出典データセット
uspto-grants-2015_08
特許番号
US09108939B2

反応ノート

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