2,3-Dihydrofuran → Methyl 2-(Difluoromethyl)-4-(2-methylpropyl)-5-[(tetrahydro-2-furyl)thio]-6-(trifluoromethyl)-3-pyridinecarboxylate

HRID 395405

Reaktionsgleichung

Reaktionsgleichung von HRID 395405
[F:1][CH:2]([F:22])[C:3]1[C:8]([C:9]([O:11][CH3:12])=[O:10])=[C:7]([CH2:13][CH:14]([CH3:16])[CH3:15])[C:6]([SH:17])=[C:5]([C:18]([F:21])([F:20])[F:19])[N:4]=1.[O:23]1[CH:27]=[CH:26][CH2:25][CH2:24]1>CCOCC.C1(C)C(S(O)(=O)=O)=CC=CC=1>[F:22][CH:2]([F:1])[C:3]1[C:8]([C:9]([O:11][CH3:12])=[O:10])=[C:7]([CH2:13][CH:14]([CH3:16])[CH3:15])[C:6]([S:17][CH:24]2[CH2:25][CH2:26][CH2:27][O:23]2)=[C:5]([C:18]([F:21])([F:20])[F:19])[N:4]=1

Komponenten

5

Edukt 2

HCID 709342,3-DihydrofuranHCID 9974711Methyl 2-(difluoromethyl)-4-isobutyl-5-mercapto-6-(trifluoromethyl)-3-pyridinecarboxylate

Produkt 1

HCID 22668859Methyl 2-(Difluoromethyl)-4-(2-methylpropyl)-5-[(tetrahydro-2-furyl)thio]-6-(trifluoromethyl)-3-pyridinecarboxylateAusbeute 68 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 69252-Methylbenzenesulfonic acidKatalysatorHCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

A mixture of 7.07 g (0.021 mol) of compound 7, 2.92 g (0.042 mol) of dihydrofuran, and catalytic toluenesulfonic acid (9 mg) in 80 ml of ether was stirred overnight. The reaction mixture was concentrated in vacuo, and the residue was purified by HPLC (20% EtOAc in hexane) to give 5.82 g (68%) of the desired product as a yellow oil, n25D 1.5803.

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customthe residue was purified by HPLC (20% EtOAc in hexane)

Quellen und Nachweise

ORD-Eintrag
ord-a9da341029bb48f9be78671f29ee9d6a
Quelldatensatz
uspto-grants-2003_08
Patentnummer
US06605624B1

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