Reaktion #1563923

Reaktionsgleichung

1-(2,2-dimethoxyethoxy)-4-fluorobenzene

trifluoroacetic acid

→

title compound

2-(4-fluorophenoxy)acetaldehyde

Lösungsmittel

chloroform

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturheat to 65° C.
2. 2
   workup.STIRRINGstir for 4 h
3. 3
   EinengenConcentrate the mixture under reduced pressure

Vorschrift

Dissolve 1-(2,2-dimethoxyethoxy)-4-fluorobenzene (1.00 g, 4.99 mmol) in chloroform (5.0 mL) and treat the mixture with trifluoroacetic acid (0.755 mL, 9.99 mmol). Stir the mixture at room temperature for two days, then heat to 65° C. and stir for 4 h. Concentrate the mixture under reduced pressure to furnish the title compound as a colorless oil in ca. 70% purity, as indicated by 1H NMR analysis (550 mg, 71% uncorrected yield). 1H NMR (400 MHz, CDCl3): δ 9.85 (t, J=0.5 Hz, 1H), 7.00 (dd, J=8.9, 8.5 Hz, 2H), 6.85 (dd, J=9.5, 4.3 Hz, 2H), 4.55 (br s, 2H).

Quelle