Imidazole → HCID 86741754, compound

Participants

Reaction Steps

5-Chloropentanol (325 g, 2.65 moles) is added to a solution containing tert-butyldimethylsilyl chloride (439 g, 2.91 moles) and dimethylformamide (1.625 liters). Imidazole (199 g, 2.91 moles) is added in one portion and the solution is stirred at room temperature for 6 hours, after which time water (1 liter) is added and the reaction partitioned with hexanes. The organic phase is separated and the solvent volume reduced under vacuum. The residue is dried over anhydrous magnesium sulfate and the remaining solvent removed under vacuum leaving a clear, colorless oil. The crude product is subsequently fractionally distilled under reduced pressure leaving the product as a clear, colorless oil (534 g, 2.26 moles), BP 71° C./0.3 mm.

Provenance & Evidence