Triphenylcarbinol → HCID 15667221, compound

Participants

Reaction Steps

The 90.6 g (0.182 mol) of diisopropyl (R)-[(2-triphenylmethoxy-1-methylethyloxy)methyl]phosphonate as a transparent yellow oil and 80% acetic acid solution (380 mL) were stirred to form a homogeneous solution, which was placed in 85° C. oil-bath and heated. The reaction was performed under stirring for 20 min, and then placed in an ice-bath for overnight to allow the side-product triphenylmethanol sufficiently to precipitate. After filtration, the filter cake was washed with 80% acetic acid solution (3×15 ml), and the filtrates were combined, and distilled at a reduced pressure to remove acetic acid and water. The residue was added to ethyl acetate (250 ml), and the mixture was washed with saturated brine (2×50 ml) to obtain an oil layer, which was dried over anhydrous sodium sulfate, and filtered. The filtrate was distilled at a reduced pressure to remove the solvent, and the residue was separated by a column chromatography (column chromatography conditions: silica gel 200-300 mesh; eluting agent was dichloromethane:methanol=50:1 to 10:1), to obtain diisopropyl (R)-[(2-hydroxy-1-methylethyloxy)methyl]phosphonate as a transparent light yellow oil product, 24.1 g.

Provenance & Evidence