Methanol → HCID 21288538, compound

Participants

Reaction Steps

To a solution of 3-[[3-(1-hydroxyhexyl)phenoxy]methyl]benzonitrile (10.0 g). in THF was added diisobutylaluminum hydride (15 g.) and the reaction was refluxed overnight. Methanol (10.2 ml) was slowly added followed by water (5.7 ml). The mixture was filtered and the filtrate was concentrated to an oil. The oil was dissolved in chloroform. The solution was washed with 5% aqueous hydrochloride acid (4 times), dried (MgSO4) and concentrated to an oil (3.0 g., 30% yield). In like manner as above, using appropriate starting materials, the following intermediate was prepared:

Provenance & Evidence