4-[3-[1,3]-Dioxolan-2-yl-propyl)benzoic acid methyl ester → [4-(3-[1,3]-Dioxan-2-yl-propyl)phenyl]methanol

Participants

Reaction Conditions

Reaction Steps

To a solution of 2.85 g (11.4 mmol) of ester 169 in 25 mL of THF at 0° C. was added 4.4 mL (24.7 mmol) of diisobutylaluminum hydride and the resulting mixture was allowed to stir at 0° C. for 15 min. The reaction was quenched with saturated potassium sodium tartrate and extracted three times with ethyl acetate. The combined organic extracts were dried over MgSO4, filtered and concentrated to yield 2.58 g of the crude alcohol 170 as an oil. 1H NMR consistent with the product.

Provenance & Evidence