3-(2-Trifluoromethylphenyl)pentanedioic acid → 4-[2-(Trifluoromethyl)phenyl]oxane-2,6-dione

HRID 406376Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 406376
[F:1][C:2]([F:19])([F:18])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH:9]([CH2:14][C:15]([OH:17])=[O:16])[CH2:10][C:11](O)=[O:12]>C(OC(=O)C)(=O)C>[F:1][C:2]([F:19])([F:18])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH:9]1[CH2:14][C:15](=[O:17])[O:16][C:11](=[O:12])[CH2:10]1

Komponenten

3

Edukt 1

HCID 666189203-(2-Trifluoromethylphenyl)pentanedioic acid

Produkt 1

HCID 866626534-[2-(Trifluoromethyl)phenyl]oxane-2,6-dioneAusbeute 56,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7918Acetic AnhydrideLösungsmittel

Reaktionsbedingungen

Temperatur
110 °C

Versuchsvorschrift

3-(2-Trifluoromethylphenyl)pentanedioic acid (1.2 g) was dissolved in acetic anhydride (12 mL), and the mixture was stirred at 110° C. for two hours. The oil after concentration under reduced pressure was dissolved in ethyl acetate and washed with a saturated sodium bicarbonate solution and brine. After drying over magnesium sulfate, concentration under reduced pressure gave an orange solid. The solid was recrystallized from ethyl acetate (10 mL) and heptane (70 mL) to obtain the title compound (636 mg) as a white powder.

Aufarbeitung

  1. concentrationThe oil after concentration under reduced pressure
  2. dissolutionwas dissolved in ethyl acetate
  3. washwashed with a saturated sodium bicarbonate solution and brine
  4. dry with materialAfter drying over magnesium sulfate, concentration under reduced pressure
  5. customgave an orange solid
  6. customThe solid was recrystallized from ethyl acetate (10 mL) and heptane (70 mL)

Quellen und Nachweise

ORD-Eintrag
ord-8ee7f67ec2964ad59d06b3f81aeb9726
Quelldatensatz
uspto-grants-2014_06
Patentnummer
US08754100B2

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