Benzyl 4-[3-(3-nitrobenzyl)indol-1-yl]-4-oxobutyrate → 4-[3-(3-Aminobenzyl)indol-1-yl]-4-oxobutyric acid

HRID 1034067ノート

反応式

HRID 1034067 の反応式
[N+:1]([C:4]1[CH:5]=[C:6]([CH:31]=[CH:32][CH:33]=1)[CH2:7][C:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[N:10]([C:17](=[O:30])[CH2:18][CH2:19][C:20]([O:22]CC2C=CC=CC=2)=[O:21])[CH:9]=1)([O-])=O>O1CCOCC1.CO.[Pd]>[NH2:1][C:4]1[CH:5]=[C:6]([CH:31]=[CH:32][CH:33]=1)[CH2:7][C:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[N:10]([C:17](=[O:30])[CH2:18][CH2:19][C:20]([OH:22])=[O:21])[CH:9]=1

参加物

5

反応物 1

HCID 19024729Benzyl 4-[3-(3-nitrobenzyl)indol-1-yl]-4-oxobutyrate

生成物 1

HCID 190246994-[3-(3-Aminobenzyl)indol-1-yl]-4-oxobutyric acid収率 67.3%

試薬・触媒・溶媒 3

HCID 23938Palladium触媒HCID 887Methanol溶媒HCID 312751,4-Dioxane溶媒

反応条件

温度
25 °C

実験手順

To a solution of benzyl 4-[3-(3-nitrobenzyl)indol-1-yl]-4-oxobutyrate (320 mg) in a mixture of 1,4-dioxane (6 ml) and methanol (3 ml) was added 10% palladium on activated carbon (60 mg), and the mixture was shaken under hydrogen atmosphere (3 atm) at 25° C. for 1.5 hours. The catalyst was filtered off and the filtrate was evaporated. The crude crystals were washed with hot chloroform and hot ethyl acetate to give 4-[3-(3-aminobenzyl)indol-1-yl]-4-oxobutyric acid (157 mg).

後処理

  1. filtrationThe catalyst was filtered off
  2. customthe filtrate was evaporated
  3. washThe crude crystals were washed with hot chloroform and hot ethyl acetate

出典と根拠

ORDレコード
ord-4641105021114628bfd87f9851073c3e
出典データセット
uspto-grants-1994_05
特許番号
US05312829

反応ノート

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