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

HRID 32882노트

반응식

HRID 32882 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
90 °C

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-3aa9750e824944ee995772d784b448b3
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07427683B2

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