N-(4-nitrobenzyl)ethanesulfonamide → N-(4-aminobenzyl)ethanesulfonamide

HRID 1428766ノート

反応式

HRID 1428766 の反応式
[N+:1]([C:4]1[CH:16]=[CH:15][C:7]([CH2:8][NH:9][S:10]([CH2:13][CH3:14])(=[O:12])=[O:11])=[CH:6][CH:5]=1)([O-])=O>CO.O1CCCC1.[Pd]>[NH2:1][C:4]1[CH:16]=[CH:15][C:7]([CH2:8][NH:9][S:10]([CH2:13][CH3:14])(=[O:12])=[O:11])=[CH:6][CH:5]=1

参加物

5

反応物 1

HCID 47372696N-(4-nitrobenzyl)ethanesulfonamide

生成物 1

HCID 39243426N-(4-aminobenzyl)ethanesulfonamide収率 74%

試薬・触媒・溶媒 3

HCID 23938Palladium触媒HCID 887Methanol溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

N-(4-Nitrobenzyl)ethanesulfonamide (776 mg, 3.18 mmol) was dissolved in methanol and tetrahydrofuran (1:1, 35 mL). 10% Pd/C (264 mg, 3 equiv) was added to it. The resulting mixture was stirred at room temperature for overnight under H2. TLC showed complete consumption of starting material. The mixture was filtered through celite bed and the filterate was concentrated under reduced pressure. The crude was purified by column chromatography to give N-(4-aminobenzyl)ethanesulfonamide (504 mg, 74%).

後処理

  1. customconsumption of starting material
  2. filtrationThe mixture was filtered through celite bed
  3. concentrationthe filterate was concentrated under reduced pressure
  4. customThe crude was purified by column chromatography

出典と根拠

ORDレコード
ord-ff8e9342d21b48bbaee42d5f3ada9961
出典データセット
uspto-grants-2015_01
特許番号
US08937092B2

反応ノート

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