Reaktion #171585

Reaktionsgleichung

HCl

Ethyl 4-(3-bromophenoxy)butanoate

ethyl 4-(3-bromophenoxy)butanoate

water

→

4-(3-Bromophenoxy)butanoic acid

4-(3-bromophenoxy)butanoic acid

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe mixture was cooled to room temperature
2. 2
   ExtraktionThe aqueous was extracted with ethylacetate
3. 3
   WaschenThe combined organics were washed with brine
4. 4
   Trocknendried over sodium sulfate

Vorschrift

Ethyl 4-(3-bromophenoxy)butanoate 6 from Example 5 was taken up in 100 mL THF and 50 mL water and treated with lithium hydroxide LiOH (hydrate, 4.9 g). The whole was heated at 50° C. for 2 days. The mixture was cooled to room temperature and acidified to pH 1 with 2N HCl. The aqueous was extracted with ethylacetate. The combined organics were washed with brine and dried over sodium sulfate to give crude 4-(3-Bromophenoxy)butanoic acid 7 as a sticky solid. 1H NMR (DMSO-d6, 500 MHz) 7.24 (m, 1H), 7.13 (m, 1H), 7.11 (m, 1H), 6.95 (m, 1H), 3.99 (m, 2H), 2.37 (m, 2H), 1.94 (m, 2H).

Quelle