Hydrogen Peroxide → HCID 10241262, compound

Temperature

0 °C

To the dimethyl acetal of citronellal prepared in (a) is added 50 ml. of a 1M solution of diborane in tetrahydrofuran while the temperature of the reaction mixture is maintained at -10° to 0° .C. The reaction mixture is stirred at 0°C for 45 minutes and then at 20°C for 30 minutes. To this mixture is added 12.0 g. sodium hydroxide, as a 50% aqueous solution. Hydrogen peroxide (as a 30% aqueous solution) is added dropwise until residual peroxide is present. Heat evolved during this addition is dissipated by permitting the solvent to distill under reflux. The reaction mixture is shaken with hexane, the hexane layer is separated and washed in turn with 5% aqueous sodium sulfite solution and saturated brine. Solvent is removed from the solution under reduced pressure and the residue is distilled to yield the dimethyl acetal of 3,7-dimethyl-6-hydroxyoctan-1-al.

1. additionis added 50 ml
2. waitat 20°C for 30 minutes
3. additionTo this mixture is added 12.0 g
4. temperatureHeat
5. additionevolved during this addition
6. distillationto distill
7. temperatureunder reflux
8. stirringThe reaction mixture is shaken with hexane
9. customthe hexane layer is separated
10. washwashed in turn with 5% aqueous sodium sulfite solution and saturated brine
11. customSolvent is removed from the solution under reduced pressure
12. distillationthe residue is distilled

ORD record

ord-54bec9a7c54740089ed4f62d4c348aad

Source dataset

uspto-grants-1976_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US03969385