Trifluoroacetic acid → 2-Chloro-2-methoxycarbonyl-1-cyclopropanecarboxylic acid

HRID 1956827Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1956827
C([O:5][C:6]([CH:8]1[CH2:10][C:9]1([Cl:15])[C:11]([O:13][CH3:14])=[O:12])=[O:7])(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[Cl:15][C:9]1([C:11]([O:13][CH3:14])=[O:12])[CH2:10][CH:8]1[C:6]([OH:7])=[O:5]

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 10014285Methyl 2-tert-butoxycarbonyl-1-chloro-1-cyclopropanecarboxylate

Produkt 1

HCID 223713122-Chloro-2-methoxycarbonyl-1-cyclopropanecarboxylic acidAusbeute 97 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

158 g of methyl 2-tert-butoxycarbonyl-1-chloro-1-cyclopropanecarboxylate was dissolved in 350 ml of dichloromethane. Then 160 ml of trifluoroacetic acid was added thereto and the obtained mixture was stirred at room temperature for 6 hours. The reaction mixture was concentrated under reduced pressure and n-hexane was added to the residue. The crystals thus formed were collected by filtration and washed with n-hexane. Thus 116 g (yield 97%) of 2-chloro-2-methoxycarbonyl-1-cyclopropanecarboxylic acid was obtained as colorless crystals.

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated under reduced pressure and n-hexane
  2. additionwas added to the residue
  3. customThe crystals thus formed
  4. filtrationwere collected by filtration
  5. washwashed with n-hexane

Quellen und Nachweise

ORD-Eintrag
ord-44fdbbd2a68d4da0bb2ff2e64c2357d1
Quelldatensatz
uspto-grants-1998_07
Patentnummer
US05780669

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