Diisobutylaluminum hydride → HCID 54504767, compound

Participants

Reaction Steps

To a stirred solution of 20-7 (14.9 g, 35.7 mmol) and THF (100 ml) at -78° C. was added DIBAL (1.0M/hexanes, 53.6 ml, 53.6 mmol) dropwise over 20 minutes. After 1 h, the mixture was warmed to RT and quenched by the careful addition of 20 mL MeOH. 200 ml of 1.0 M Rochelle's salt was then added followed by the removal of the cooling bath. The mixture was stirred for 1.0 hour and then diluted with Et2O. After another 30 minutes of stirring, the organic portion was separated and dried over MgSO4. Evaporative removal of the solvent gave the crude aldehyde 20-8 as a colorless oil.

Provenance & Evidence