Sodium borohydride → HCID 86736648, compound

Temperature

0 °C

6.08 g (40 mmols) of trans, trans-2,4-decadienal was dissolved in 50 ml of methanol and 379 mg (10 mmols) of sodium borohydride was added slowly to the solution while stirring and cooling at a temperature of 0° C. After disappearance of the starting material had been confirmed, the mixture was concentrated under reduced pressure. An aqueous solution of ammonium chloride was added to the mixture to decompose the complex compound formed, and the mixture was extracted with diethyl ether. The ethereal layer was washed with a saturated aqueous solution of sodium chloride and dried over anhydrous magnesium sulfate. The extract was then filtered and the filtrate was concentrated under reduced pressure. The residue thus obtained was distilled under reduced pressure to obtain 5.08 g (83% yield) of trans, trans-2,4-decadienol as an oily substance having a boiling point of 75°-87° C./0.3 mmHg.

1. concentrationthe mixture was concentrated under reduced pressure
2. additionAn aqueous solution of ammonium chloride was added to the mixture
3. customformed
4. extractionthe mixture was extracted with diethyl ether
5. washThe ethereal layer was washed with a saturated aqueous solution of sodium chloride
6. dry with materialdried over anhydrous magnesium sulfate
7. filtrationThe extract was then filtered
8. concentrationthe filtrate was concentrated under reduced pressure
9. customThe residue thus obtained
10. distillationwas distilled under reduced pressure

ORD record

ord-6e58430558354775a6e381922c78b484

Source dataset

uspto-grants-1979_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04169199