Diisobutylaluminumhydride → HCID 68697080, compound

Participants

Reaction Steps

A −78° C. solution of 7-benzyloxy-2,2-dimethyl-benzo[1,3]dioxole-5-carboxylic acid methyl ester (0.62 g, 2.0 mmol) in toluene (17 mL) is treated with di-isobutylaluminum hydride (1.0 M solution I hexanes, 4.4 mL, 4.4 mmol), which is added dropwise over 15 minutes. After 5 minutes of stirring, the reaction is quenched by the addition of 10% aqueous hydrochloric acid solution. After warming to room temperature, the mixture is extracted 3× with ethyl acetate. The combined extracts were washed with saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to provide (7-benzyloxy-2,2-dimethyl-benzo[1,3]dioxol-5-yl)-methanol in quantitative yield.

Provenance & Evidence