Sodium Cyanide → 13-Hydroxyoctadecanenitrile

To 17-bromoheptadecan-6-ol (1.0 g, 2.98 mmol) in dry DMF, was added NaCN (175 mg, 3.58 mmol) and the resulting reaction mixture heated at 90° C. for 16 hours. After cooling to room temperature, the mixture was diluted with diethyl ether (100 ml), the organic layer was washed with cold water (3×20 ml), brine solution, dried over MgSO4 and concentrated. The crude product was purified over a silica gel column (10% EtOAc in hexane) to give 13-hydroxyoctadecanenitrile as a colorless liquid (0.77 g, 92%).

1. customthe resulting reaction mixture
2. temperatureAfter cooling to room temperature
3. washthe organic layer was washed with cold water (3×20 ml), brine solution
4. dry with materialdried over MgSO4
5. concentrationconcentrated
6. customThe crude product was purified over a silica gel column (10% EtOAc in hexane)

ORD-Eintrag

ord-924e9ceda93b41f7a3a2ac89990b6621

Quelldatensatz

uspto-grants-2016_06

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09365597B2