Sodium Iodide → HCID 85809217, compound

Participants

Reaction Steps

4-Hydroxy-3-methoxybenzyl alcohol (1 g, 6.49 mmol) is treated with 1.73 g (7.13 mmol) of ethyl 4-bromobutyrate, 2.69 g (19.46 mmol) of potassium carbonate and a catalytic amount (97.22 mg 0.65 mmol) of sodium iodide as described in Preparation 3 to give 821 mg of 4-[4-(hydroxymethyl)-2-methoxyphenoxy]butanoic acid, ethyl ester as a light brown oil (47%). The 1H NMR (300 MHz, CDCl3) is consistent with the desired product; IR (neat) 3500, 1730, 1620, 1600 cm-1 ; MS (CI (low res)) m/e 269 (M+H), 251, 223, 195.

Provenance & Evidence