Hydrochloric Acid → HCID 178492629, compound

Participants

Reaction Steps

To a stirred suspension of lithium aluminum hydride (389 mg, 10.0 mmol) in ether (413 ml) was added a solution of ethyl trans-3-(4-methoxyphenoxy)cyclobutanecarboxylate (1.97 g, 7.9 mmol) in ether (10 ml) at 0° C. and the mixture stirred for 1 h at room temperature. Water (3 ml) was carefully added to the reaction mixture at 0° C. and the whole allowed to warm to room temperature. 1 N aqueous hydrochloric acid (50 ml) was added, the ether phase separated and the aqueous phase extracted with ethyl acetate (100 ml). The combined organic phase was dried (MgSO4) and concentrated in vacuo to provide 1.99 g (quant.) of {trans-3-(4-methoxyphenoxy)-cyclobutyl }methanol as white solids. The product was used without further purification: 1H NMR δ6.88-6.70 (m, 4H), 4.75-4.62 (m, 1H), 3.76 (s, 3H), 3.71 (d, J=6.6 Hz, 2H), 2.62-2.46 (m, 1H), 2.35-2.28 (m, 4H), 1.59 (s, 1H).

Provenance & Evidence