Pyridine, 2-((4-nitrophenyl)methyl)- → 2-(4-Aminobenzyl)pyridine

HRID 1387912ノート

反応式

HRID 1387912 の反応式
[N+:1]([C:4]1[CH:16]=[CH:15][C:7]([CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=2)=[CH:6][CH:5]=1)([O-])=O>C(O)C.[Pd]>[NH2:1][C:4]1[CH:16]=[CH:15][C:7]([CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=2)=[CH:6][CH:5]=1

参加物

4

反応物 1

HCID 69292Pyridine, 2-((4-nitrophenyl)methyl)-

生成物 1

HCID 4595252-(4-Aminobenzyl)pyridine収率 84.5%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol溶媒

実験手順

A mixture of 2-(4-nitrobenzyl)pyridine (J. Chem. Soc., p549, 1929) (1.50 g) and 5% Pd—C (0.15 g) in ethanol (30 ml) was vigorously stirred under hydrogen atmosphere for 8 hours, and the Pd—C was filtered off. The filtrate was concentrated under reduced pressure, and the residue was separated and purified with column chromatography (ethyl acetate/hexane=1:1→2:1) to give 2-(4-aminobenzyl)pyridine (1.09 g) as yellow oil.

後処理

  1. filtrationthe Pd—C was filtered off
  2. concentrationThe filtrate was concentrated under reduced pressure
  3. customthe residue was separated
  4. custompurified with column chromatography (ethyl acetate/hexane=1:1→2:1)

出典と根拠

ORDレコード
ord-1c7474b3669d496587bc4792e1213229
出典データセット
uspto-grants-2001_07
特許番号
US06268354B1

反応ノート

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