Ethyl Thioglycolate → Ethyl 3-methyl-5-[4-(trifluoromethyl)phenyl]thiophene-2-carboxylate

HRID 9638

Reaktionsgleichung

Reaktionsgleichung von HRID 9638
[H-].[Na+].F[P-](F)(F)(F)(F)F.Cl[C:11]([C:18]1[CH:23]=[CH:22][C:21]([C:24]([F:27])([F:26])[F:25])=[CH:20][CH:19]=1)=[CH:12][C:13](=[N+](C)C)[CH3:14].[C:28]([O:32][CH2:33][CH3:34])(=[O:31])[CH2:29][SH:30]>C(O)C>[CH3:14][C:13]1[CH:12]=[C:11]([C:18]2[CH:23]=[CH:22][C:21]([C:24]([F:27])([F:26])[F:25])=[CH:20][CH:19]=2)[S:30][C:29]=1[C:28]([O:32][CH2:33][CH3:34])=[O:31]

Komponenten

5

Edukt 3

HCID 12185Ethyl ThioglycolateHCID 24758Sodium hydrideHCID 86593913N-{3-chloro-1-methyl-3-[4-(trifluoromethyl)phenyl]prop-2-enylidene}-N-methylmethanaminium hexafluorophosphate2×

Produkt 1

HCID 15946279Ethyl 3-methyl-5-[4-(trifluoromethyl)phenyl]thiophene-2-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
110 °C

Versuchsvorschrift

Sodium hydride (60% dispersion in mineral oil, 0.528 g) was added to dry ethanol (20 ml), N-{3-chloro-1-methyl-3-[4-(trifluoromethyl)phenyl]prop-2-enylidene}-N-methylmethanaminium hexafluorophosphate (intermediate 34, 2.8 g) was added followed by ethyl thioglycolate (0.79 g) and the mixture heated at 110° C. for 2 hours under nitrogen. The cooled mixture was concentrated in vacuo and the residue partitioned between water and diethyl ether. The organic layer was collected, dried over magnesium sulphate and concentrated to give the title compound as a brown solid.

Aufarbeitung

  1. additionwas added
  2. concentrationThe cooled mixture was concentrated in vacuo
  3. customthe residue partitioned between water and diethyl ether
  4. customThe organic layer was collected
  5. dry with materialdried over magnesium sulphate
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-6ea3ca517d7342f6ac2c54fa506a38d2
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07091237B2

Verknüpfte Notizen

Wird geladen…