Trifluoroacetic acid → 2-(2-Fluorophenyl)cyclopropane-1-carboxylic acid

HRID 1351582Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1351582
C([O:5][C:6]([C@@H:8]1[CH2:10][C@H:9]1[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[F:17])=[O:7])(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[F:17][C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=1[CH:9]1[CH2:10][CH:8]1[C:6]([OH:7])=[O:5]

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 58635344(R,R)-2-(2-Fluoro-phenyl)-cyclopropanecarboxylic acid tert-butyl ester

Produkt 1

HCID 218646742-(2-Fluorophenyl)cyclopropane-1-carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To the t-butyl ester from Step 1 (0.52 g, 0.0022 mole) in dichloromethane at 0° C. was added trifluoroacetic acid and the mixture stirred at rt for 30 min. The reaction was concentrated in vacuo to give the title compound as an oil. Analysis of the acid by chiral HPLC (Chirapak AD, 250×4.6 mm) using 95/5(A/B), 0.2% trifluroacetic acid in hexane(A) and ethanol(B), 1 mL/min, showed the material to have a purity of ≧94% EE. M.S. (M+1): 181.

Aufarbeitung

  1. concentrationThe reaction was concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-5350bd81a11b41eaacdc35aa7d7fb552
Quelldatensatz
uspto-grants-2007_05
Patentnummer
US07217716B2

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