Diisobutylaluminumhydride → HCID 131728086, compound

Participants

Reaction Conditions

Reaction Steps

Intermediate (5) (11.12 g, 23.92 mmol) in CH2Cl2 (150 mL) at −78° C. was added dropwise diisobutylaluminium hydride (1.5 M solution in toluene; 63.8 mL, 95.67 mmol) over a period of 30 minutes. After stirring at −78° C. for 2 hours, the reaction mixture was allowed to warm to −55° C. over a period of 2 hours and the reaction was quenched by the addition of a 2 N K—Na-tartrate solution (100 mL). H2O (400 mL) was added and the aqueous layer was extracted with Et2O (4×150 mL). The combined organic layers were dried over anhydrous MgSO4, the solvent removed in vacuo and the resulting residue was purified over silica (n-hexane/ethyl acetate, 85:15) to afford 10.34 g (99% yield) of the desired intermediate (6) as a colourless oil which was characterized as follows:

Provenance & Evidence