Diisobutylaluminum hydride → HCID 18436347, compound

Participants

Reaction Conditions

Reaction Steps

4-(4-Hydroxy-phenyl)-6-methyl-5-[4-(2-piperidin-1-yl-ethoxy)-benzyl]-cyclohex-3-enecarboxylic acid ethyl ester (38.4 mg, 0.0803 mmol, 1.0 eq.) in DCM (2 mL) at 0° C. was added DIBAL (1.5 M in toluene, 0.215 mL) and was stirred at 0° C. for 10 min, then at 25° C. for 30 min. The reaction mixture was quenched at 0° C. with brine, extracted with DCM, dried over MgSO4, then purified on SiO2 (15% MeOH/DCM) to yield 4-[4-hydroxymethyl-5-methyl-6-[4-(2-piperidin-1-yl-ethoxy)-benzyl]-cyclohex-3-enyl]-phenol as yellowish foam.

Provenance & Evidence