Ammonium Chloride → HCID 23525916, compound

Participants

Reaction Conditions

Reaction Steps

[5-(4-Fluoro-benzyloxy)-2-iodo-phenyl)-acetic acid methyl ester (12.6 g, 31.4 mmol), was dissolved under argon in 126 mL of dichloromethane and then, at −78° C., isobutylaluminum hydride (29.1 mL, 34.8 mmol) was added dropwise. The reaction mixture was stirred at −78° C. for 6 h until the TLC indicated the end of the reaction. A saturated solution of NH4Cl was added and the reaction mixture was allowed to come to room temperature. Dichloromethane was added, the organic phase was separated and the aqueous layer extracted with dichloromethane. Drying over magnesium sulfate and concentration in a rotatory evaporator gave the aldehyde (12 g, 100%) that was used in the next step without purification.

Provenance & Evidence