Diethyl Ether → Methyl 2-(3-(3-(diphenyl(2-methyl-2-propyl)siloxy)phenyl)-3-oxopropyl)benzoate

Participants

Reaction Conditions

Reaction Steps

The alcohol of Step 1 (93 g, 0.179 mol), dissolved in CH2Cl2 (300 mL) was added to a mixture of 4A molecular sieve (94 g, milled) and PCC, (pyridinium chlorochromate, 69 g, 0.321 mol) in CH2Cl2 (1 L) at 10° C. The mixture was then allowed to warm to 20° C. for 2 h and ether (1 L) was introduced. The mixture was filtered through silica and was washed with ether (2 L) and EtOAc:hexane 1:1 (1 L). Evaporation of the filtrate and flash chromatography (10% EtOAc:hexane) of the crude mixture on silica gave the title product. Yield: 81 g, 87%.

Provenance & Evidence