Bromocyclopentane → 4-Bromo-2-(cyclopentyloxy)-1-methoxybenzene

Participants

Reaction Steps

20 g (0.1 mol) 1-Methoxy-2-hydroxy-4-bromo-benzene (Preparation 1) was dissolved in 40 ml ethanol. Then 21 g (0.14 mol) cyclopentylbromide and a solution of 5.5 g NaOH in 6.6 ml water was added and the mixture refluxed for 13 hours. Thereafter, the solvent was removed in vacuo and the residue taken up with methylene chloride and washed (4×) with 1N NaOH. After drying over Na2SO4, the organic solvent was removed in vacuo to give the title compound as an oily product, yield: 182 g (67%).

Provenance & Evidence