Ethanol → Carfentrazone-ethyl

HRID 1851706Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1851706
[Cl:1][CH:2]([CH2:6][C:7]1[CH:12]=[C:11]([N:13]2[C:17](=[O:18])[N:16]([CH:19]([F:21])[F:20])[C:15]([CH3:22])=[N:14]2)[C:10]([F:23])=[CH:9][C:8]=1[Cl:24])[C:3]([OH:5])=[O:4].[CH2:25](O)[CH3:26].S(=O)(=O)(O)O>CC1C=CC=CC=1>[CH3:25][CH2:26][O:4][C:3]([CH:2]([Cl:1])[CH2:6][C:7]1[CH:12]=[C:11]([N:13]2[N:14]=[C:15]([CH3:22])[N:16]([CH:19]([F:20])[F:21])[C:17]2=[O:18])[C:10]([F:23])=[CH:9][C:8]=1[Cl:24])=[O:5]

Komponenten

5

Edukt 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 443229Carfentrazone

Produkt 1

HCID 86222Carfentrazone-ethylAusbeute 91 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

To a flask was added 140 g of the 2-chloro-3-{2-chloro-5-[4-(difluoromethyl)-4,5-dihydro-3-methyl-5-oxo-1H-1,2,4-triazol-1-yl]-4-fluorophenyl}propionic acid, obtained according to the Example 4, 70 g of ethanol, 1.8 g of a concentrated sulfuric acid and 500 g of methyl benzene. The mixture was refluxed for 15 hours to react. The excess ethanol was recovered by distillation. At room temperature the mixture was washed with 200 g of water, with 200 g of a 6% (wt/wt) aqueous solution of sodium carbonate and finally with water. The solvent was completely removed under reduced pressure to give carfentrazone-ethyl as a faint yellow transparent and viscous liquid in a yield of 91% with a purity of 98.2%.

Aufarbeitung

  1. customobtained
  2. temperatureThe mixture was refluxed for 15 hours
  3. customto react
  4. distillationThe excess ethanol was recovered by distillation
  5. washAt room temperature the mixture was washed with 200 g of water, with 200 g of a 6% (wt/wt) aqueous solution of sodium carbonate and finally with water
  6. customThe solvent was completely removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-6b6d7b10fcbc4c35bee9c05dc9d4b67a
Quelldatensatz
uspto-grants-2015_02
Patentnummer
US08957220B2

Notizen zur Reaktion

Wird geladen…