498-71-5

Sobrepin,Corvi,Italy,1970

ChEBI: Sobrerol is a p-menthane monoterpenoid.

To 19 l of well-agitated distilled water plus 18 g of ditertiary-butyl-p-cresol was added 19.84 kg (130 mols) of pure α-pinene oxide that was about half racemic, half d-form. The temperature was maintained at 30°C to 50°C, first with ice bath cooling and then with tap water cooling. The addition of the pinene oxide required 1,5 hours. After the addition was complete and the exothermic reaction was about over, the mixture was stirred for 2,5 hours at about 30°C, and then centrifuged to separate the crude sobrerol from the liquid phase consisting of oil and water.
The crude sobrerol was washed with naphtha and then air dried to yield 14.81 kg (87.5 mols) of pure sobrerol, [α]D 25 -77.0°. It was found that 1 liter of the aqueous phase from the reaction contained 22 g of sobrerol, so, therefore, the entire aqueous phase contained 0.42 kg (2.5 mols) of sobrerol.

Mucolytic