Trifluoroacetic acid → HCID 178501272, Verbindung

HRID 1035714Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1035714
C[O:2][C:3]([C@@H:5]1[CH2:10][CH2:9][C@H:8]([O:11][C:12]2[CH:24]=[CH:23][C:15]([C:16]([O:18][C:19](C)(C)C)=[O:17])=[CH:14][CH:13]=2)[CH2:7][CH2:6]1)=[O:4].FC(F)(F)C(O)=O>ClCCl>[CH3:19][O:18][C:16]([C@@H:15]1[CH2:23][CH2:24][C@H:12]([O:11][C:8]2[CH:7]=[CH:6][C:5]([C:3]([OH:4])=[O:2])=[CH:10][CH:9]=2)[CH2:13][CH2:14]1)=[O:17]

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 178501274HCID 178501274, Verbindung

Produkt 1

HCID 178501272HCID 178501272, VerbindungAusbeute 60,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
4 °C

Versuchsvorschrift

0.6 g of tert-butyl cis-4-(4-methoxycarbonylcyclohexyloxy)benzoate (1.79 mmol, 1 eq.) is placed in 2.5 mL of dichloromethane. The reaction medium is cooled to a temperature of 4° C. with stirring in an ice bath. 1 mL of trifluoroacetic acid (13.46 mmol, 7.5 eq.) is added and the ice bath is removed. After stirring for 5 hours at room temperature, the medium is concentrated, taken up in diethyl ether, drained and filtered to give 0.30 g of cis-4-(4-methoxycarbonylcyclohexyloxy)benzoic acid. M+H+=279.

Aufarbeitung

  1. customthe ice bath is removed
  2. stirringAfter stirring for 5 hours at room temperature
  3. concentrationthe medium is concentrated
  4. filtrationfiltered

Quellen und Nachweise

ORD-Eintrag
ord-9cda77603b9146a0b856989aa97d9d11
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08546391B2

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