Diisobutylaluminum hydride → HCID 71140761, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of 37-1 (0.45 g, 1.40 mmol) in THF (8 mL) chilled to −78° C. was added DIBAL 1.0M in THF heptane (4.22 mL, 4.22 mmol) dropwise. The resulting mixture was stirred at −78° C. for 3 hr, then quench with slow addition of Rochelle's salt solution (3 mL). The resulting mixture was allowed to warm to room temperature, diluted with water and extracted with ethyl acetate. The organic phase was concentrated and flash column separation using a 20-100% ethyl acetate/hexane gradient gave 37-2. (0.22 g, 55%). LRMS (ES) (M+H)+: observed=278.1, calculated=278.4.

Provenance & Evidence