1-Iodohexane → 3-(4-Benzyloxyphenyl)-2-hexyloxypropanoic acid methyl ester

Participants

Reaction Steps

3-(4-Benzyloxyphenyl)-2-hydroxypropanoic acid methyl ester (0.4243 g; 1.482 mmole) was dissolved in dry dichloromethane (10 ml). Silver (I) oxide (1.717 g; 7.41 mmole) was added, followed by slow addition of hexyl iodide (0.943 g; 4.45 mmole). The reaction mixture was stirred at room temperature for 3 hours then molecular sieves (3 Å) was added and the reaction mixture was stirred for 4 more days and then filtered. The solvent was evaporated and evacuation at 60° C. for 5 hours gave 0.48 g (87% yield) of 3-(4-benzyloxyphenyl)-2-hexyloxypropanoic acid methyl ester.

Provenance & Evidence