Dimethylformamide → Methyl 1-(difluoromethyl)pyrrole-2-carboxylate

HRID 876088Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 876088
[NH:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]([O:8][CH3:9])=[O:7].[F:10][CH:11]([F:13])I.CN(C=O)C.[H-].[Na+]>O>[F:10][CH:11]([F:13])[N:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]([O:8][CH3:9])=[O:7]

Komponenten

6

Edukt 4

HCID 6228DimethylformamideHCID 24758Sodium hydrideHCID 136930Methyl pyrrole-2-carboxylateHCID 2775155Difluoro(iodo)methane

Produkt 1

HCID 86709246Methyl 1-(difluoromethyl)pyrrole-2-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

Was prepared from stirred a mixture of methyl 1H-pyrrole-2-carboxylate (3.04 g, 23.5 mmol), difluoroiodomethane (4.4 g, 24.7 mmol) and DMF (40 ml). Sodium hydride (1.41 g, 35.2 mmol) was added in portions during 30 minutes. The mixture was stirred for additional 15 minutes. Water (50 ml) was added and the mixture was extracted with dichloromethane. The mixture was purified by silica gel chromatography, using dichloromethane as solvent. The product was dried and evaporated. Yield 3.21 g (78%).

Aufarbeitung

  1. customWas prepared
  2. stirringThe mixture was stirred for additional 15 minutes
  3. extractionthe mixture was extracted with dichloromethane
  4. customThe mixture was purified by silica gel chromatography
  5. customThe product was dried
  6. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-69186a53844a41978c24028b3943d43c
Quelldatensatz
uspto-grants-2015_03
Patentnummer
US08986654B2

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