Ethanol → 5-(Hydroxyimino-methyl)-1H-pyrrole-2-carboxylic acid ethyl ester

HRID 32882ノート

反応式

HRID 32882 の反応式
[CH2:1]([O:3][C:4]([C:6]1[NH:7][C:8]([CH:11]=O)=[CH:9][CH:10]=1)=[O:5])[CH3:2].Cl.[NH2:14][OH:15].C(O)C.C([O-])(=O)C.[Na+]>O>[CH2:1]([O:3][C:4]([C:6]1[NH:7][C:8]([CH:11]=[N:14][OH:15])=[CH:9][CH:10]=1)=[O:5])[CH3:2]

参加物

6

反応物 4

HCID 702EthanolHCID 321485ethyl 5-formyl-1H-pyrrole-2-carboxylateHCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium Acetate

生成物 1

HCID 1362725445-(Hydroxyimino-methyl)-1H-pyrrole-2-carboxylic acid ethyl ester収率 69%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
90 °C

実験手順

A mixture of 5-formyl-1H-pyrrole-2-carboxylic acid ethyl ester (as prepared in the previous step, 300 mg, 1.80 mmol), hydroxylamine hydrochloride (560 mg, 8.10 mmol), ethanol (10 mL), sodium acetate (1.10 g, 13.4 mmol) and water (10 mL) was stirred at 90° C. for 30 min. The solvents were removed in vacuo and the solid was collected on a Buchner funnel and washed with water (10 mL) to yield 226 mg (69%) of the title compound as a white solid: LC-MS (ESI, m/z): Calcd. for C8H11N2O3, 183.1 (M+H); found: 183.0.

後処理

  1. customThe solvents were removed in vacuo
  2. customthe solid was collected on a Buchner funnel
  3. washwashed with water (10 mL)

出典と根拠

ORDレコード
ord-3aa9750e824944ee995772d784b448b3
出典データセット
uspto-grants-2008_09
特許番号
US07427683B2

反応ノート

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