Reaktion #318790

Reaktionsgleichung

ethyl 1-phenylmethylcyclobutanecarboxylate

sodium hydroxide

→

desired product

1-Phenylmethylcyclobutanecarboxylic Acid

Lösungsmittel

ethanol

water

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted with diethyl ether
2. 2
   SonstigeThe aqueous phase was separated
3. 3
   Extraktionextracted with diethyl ether
4. 4
   ExtraktionThe latter extract
5. 5
   Waschenwas washed with water
6. 6
   Sonstigedried
7. 7
   Filtrationfiltered
8. 8
   Sonstigeevaporated

Vorschrift

A mixture of ethyl 1-phenylmethylcyclobutanecarboxylate (4.16 g, 19.1 mmol), sodium hydroxide (1.2 g, 30 mmol) in ethanol (95%, 20 ml) and water (5 ml) was stirred at room temperature for 60 hours. The reaction mixture was poured into cold water and extracted with diethyl ether. The aqueous phase was separated, acidified with HCl (2N, 35 ml) and extracted with diethyl ether. The latter extract was washed with water, dried, filtered and evaporated to afford the desired product as a pale yellow oil: NMR (CDCl3) δ=1.7~2.6 (6H, m), 3.10 (2H, s), 7.22 (5H, s).

Quelle