3,7-Dimethyl-1-octanol → HCID 57815684, compound

1,4-Dibromobutane (22.7 g, 105 mmol), 3,7-dimethyloctanol (4.99 g, 31.5 mmol) and tetrabutylammonium bromide (585 mg, 1.81 mmol) were dissolved in hexane (40 mL). Sodium hydroxide solution (50% w/v, 40 mL) was added to the reaction mixture and then the whole was heated at reflux for 2 d. The reaction mixture was cooled to room temperature, diluted with hexane (40 mL) and water (40 mL) and transferred to a separatory funnel. The product was extracted into the organic layer and the aqueous layer was further extracted with ether (3×20 mL). The combined organic layers were dried (Na2SO4) and the solvent was removed under reduced pressure. The dibromobutane in the crude product was removed under reduced pressure and heating at 120° C. under high vacuum (Kugelrohr). This gave the product as a honey-coloured oil (6.24 g, 68%).

1. temperaturethe whole was heated
2. temperatureat reflux for 2 d
3. customtransferred to a separatory funnel
4. extractionThe product was extracted into the organic layer
5. extractionthe aqueous layer was further extracted with ether (3×20 mL)
6. dry with materialThe combined organic layers were dried (Na2SO4)
7. customthe solvent was removed under reduced pressure
8. customThe dibromobutane in the crude product was removed under reduced pressure
9. temperatureheating at 120° C. under high vacuum (Kugelrohr)

ORD record

ord-f3c75041915f407892c12244b7d55c3e

Source dataset

uspto-grants-2012_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08292995B2