Potassium Cyanide → 3,3-Bis(hydroxymethyl)-4-hydroxybutyronitrile

0.07 mol of KCN is added to 0.055 mol of 2,2-bis(hydroxymethyl)-3-hydroxypropyl bromide and the mixture is dissolved in 50 ml of acetonitrile and refluxed for 5 h, with stirring. After the solution has cooled, the solid is filtered off with suction and the mother liquor is concentrated. The residue is dissolved in chloroform, the residual KBr is separated off and the solvent is distilled off after drying. The desired nitrile is separated from the residue as a pale yellowish oil by column chromatography. Yield: 78%.

1. temperaturerefluxed for 5 h
2. temperatureAfter the solution has cooled
3. filtrationthe solid is filtered off with suction
4. concentrationthe mother liquor is concentrated
5. dissolutionThe residue is dissolved in chloroform
6. customthe residual KBr is separated off
7. distillationthe solvent is distilled off
8. customafter drying
9. customThe desired nitrile is separated from the residue as a pale yellowish oil by column chromatography

ORD record

ord-c4f290a361aa442584793f25ac402f9f

Source dataset

uspto-grants-2001_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06180664B2