Hydrochloric Acid → HCID 10910191, compound

A solution of 20 g (166 mmol) of naphthalene in 50 ml of methylene chloride was added dropwise to a mixture of 22.13 g of AlCl3 (166 mmol) and 22.41 g of 3-bromoisobutene (166 mmol) in 250 ml of the same solvent. During the addition, the temperature was kept at -10° C. After the addition had ended, the mixture was stirred at room temperature for 12 h and then hydrolyzed with 100 ml of water and acidified with 50 ml of conc. HCl. After the separation, the aqueous phase was extracted with methylene chloride and the combined organic phases were extracted with water. The methylene chloride was removed from the solution under reduced pressure and the residue was dissolved in toluene. The solids were separated off and the solution obtained was neutralized using K2CO3 and dried with Na2SO4. To remove byproducts, the filtrate obtained was chromatographed over silica gel 60.

1. additionDuring the addition
2. customwas kept at -10° C
3. additionAfter the addition
4. customAfter the separation
5. extractionthe aqueous phase was extracted with methylene chloride
6. extractionthe combined organic phases were extracted with water
7. customThe methylene chloride was removed from the solution under reduced pressure
8. dissolutionthe residue was dissolved in toluene
9. customThe solids were separated off
10. customthe solution obtained
11. dry with materialdried with Na2SO4
12. customTo remove byproducts
13. customthe filtrate obtained
14. customwas chromatographed over silica gel 60

ORD record

ord-65f629652f614b53b3516b9f66ebe5fe

Source dataset

uspto-grants-2000_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06087536