Methanol → 2-Naphthol

Temperature

80 °C

Next, the 46 parts by weight of the morpholine enamine of cyclohexanone was admixed with 19 parts by weight of methyl vinyl ketone in 53 parts by weight of benzene solvent and heated at reflux (80°C) for 3 hours. After the 3 hour period, the reaction mixture was cooled and treated with the solution comprising 40 parts by weight of methanol, 25 parts by weight of water and 5 parts by weight of sodium hydroxide to yield a resulting mixture which was then heated at reflux (70°C) for 2 hours and thereafter diluted with approximately 100 parts by weight of water and separated in the 2-phases. The aqueous phase was extracted with ether to yield a phase which was combined with the organic phase and thereafter distilled to obtain a product having a boiling point of from 93°-117°F at 3 millimeters Hg. The product yield comprised 73.5% (based on octalones). A gas liquid chromatographic analysis of this product showed it to include 81.6% octalone, an 8.6 mole % decalone, and 10% other cyclic materials. The resulting mixture was then agitated with 10% of its weight of copper chromite and maintained at a temperature of 250°-350°c for 4 hours to obtain a 75% yield of pure beta-naphthol.

1. temperatureheated
2. temperatureAfter the 3 hour period, the reaction mixture was cooled
3. additiontreated with the solution
4. customto yield a resulting mixture which
5. temperaturewas then heated
6. temperatureat reflux (70°C) for 2 hours
7. customseparated in the 2-phases
8. extractionThe aqueous phase was extracted with ether
9. customto yield a phase which
10. distillationdistilled
11. customto obtain a product
12. customof from 93°-117°F
13. customThe product yield comprised 73.5% (based on octalones)
14. temperaturemaintained at a temperature of 250°-350°c for 4 hours

ORD record

ord-f821922da70e4bd9a8b89b82ca31043f

Source dataset

uspto-grants-1976_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US03954890