Triphenylphosphine → Methyl 3-[[3-(cyclopentyloxy)-4-methoxyphenyl]methoxy]benzoate

Participants

Reaction Steps

Diisopropylazodicarboxylate (1.2 ml, 5.99 mmol, 1.2 eq)was added to a mixture of (1.10 g,4.99 mmol, 1.0 eq) 3-cyclopentyloxy-4-methoxybenzyl alcohol, (1.44 g, 5.49 mmol, 1.1 eq) triphenylphosphine, and (0.75 g, 4.99 mmol, 1.0 eq) methyl-3-hydroxy-benzoate in 30 ml of anhydrous tetrahydrofuran. After stirring for 18 hours at room temperature the reaction mixture was concentrated in vacuo and chromatographed on a silica gel column, eluting with 10%, then 15% ethyl acetate-hexane to yield 897 mg, 50%, of a clear oil. High Resolution Mass Spectra: Calc'd 356.1624. Found: 356.1600.

Provenance & Evidence