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Methanol → 5-formyl-1,2-dimethyl-1H-pyrrole-3-carboxylic acid

HRID 1037974
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HRID 1037974 반응식
[CH:1]([C:3]1[N:7]([CH3:8])[CH:6]=[C:5]([C:9]([O:11]C)=[O:10])[CH:4]=1)=[O:2].[CH3:13]O.[OH-].[Na+]>O>[CH3:13][C:6]1[N:7]([CH3:8])[C:3]([CH:1]=[O:2])=[CH:4][C:5]=1[C:9]([OH:11])=[O:10]
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참가 물질

5

반응물 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 14173855methyl 5-formyl-1-methyl-1H-pyrrole-3-carboxylate

생성물 1

HCID 866573385-formyl-1,2-dimethyl-1H-pyrrole-3-carboxylic acid수율 85%

시약·촉매·용매 1

HCID 962Water용매

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온도
40 °C

실험 절차

To a solution of methyl 5-formyl-1-methyl-1H-pyrrole-3-carboxylate (90.0 g, 0.540 mol), MeOH (1000 mL) and water (500 mL) was added sodium hydroxide solution (1000 mL, 1.0 M in water). The mixture was heated at 40° C. overnight. Solvent was then evaporated, and the aqueous residue was neutralized with 1 N HCl and extracted with EtOAc (3×500 mL) to give methyl 5-formyl-1-methyl-1H-pyrrole-3-carboxylic acid (70.0 g, 85%). 1H NMR (CDCl3, 400 MHz) δ 9.54 (s, 1H), 7.45 (s, 1H), 7.32 (s, 1H), 3.93 (s, 3H).

후처리

  1. customSolvent was then evaporated
  2. extractionextracted with EtOAc (3×500 mL)

출처 및 근거

ORD 기록
ord-d660a35ca868466ca1f6b42282153584
출처 데이터셋
uspto-grants-2013_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08546588B2

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