Triphenylphosphine → HCID 18522737, compound

Participants

Reaction Conditions

Reaction Steps

30.94 g of isooctyl carbamate, 48.90 g of isooctanol, 0.40 g of triphenylphosphine and 2.0 ml of a 20% strength solution of diisobutyl-aluminium hydride in toluene were warmed together, whilst stirring. The mixture started to boil at about 165° C. The mixture was now heated in such a way that a continuous reflux of isooctanol was set up in a Vigreux column (jacket length 30 cm) fitted on the reaction vessel. The temperature was raised continuously to 270° C. over a period of 7 hours; after that time 2.78 g (91.3% of theory) of NH3 had been separated off and 24.95 g of liquid and a little solid had been distilled off (isooctanol, urethane and urea). The mixture was then subjected to fractional distillation. A fraction of 4.35 g with a boiling point14 of 81.5 (isooctanol) and a fraction of 46.96 g with a boiling point~ 0.05 of 98-102 (diisooctyl carbonate) resulted. Yield 92.33%, based on urethane employed.

Provenance & Evidence