tert-BUTYL CHLORIDE → 1,4-Dichloro-1,4-dimethylcyclohexane

Temperature

0 °C

To a solution of 1,4-dimethylcyclohexane (10 g, 89.1 mmol) and tert-butyl chloride (32.6 g, 348 mmol) in 45 mL of anhydrous methylene chloride in a 3-neck round-bottom flask under argon at 0° C., was slowly added aluminum chloride (1.24 g, 8.91 mmol). The resulting mixture was stirred at 0° C. for 1.5 hours then quenched with ice, and the product was extracted with CH2Cl2. The organic layer was separated and washed with water, and brine, and dried over Na2SO4, and filtered, and concentrated under reduced pressure. The residue was purified by Kugelrohr distillation to yield the title compound as a pale yellow liquid.

1. customthen quenched with ice
2. extractionthe product was extracted with CH2Cl2
3. customThe organic layer was separated
4. washwashed with water, and brine
5. dry with materialdried over Na2SO4
6. filtrationfiltered
7. concentrationconcentrated under reduced pressure
8. distillationThe residue was purified by Kugelrohr distillation

ORD record

ord-6d3a31de85e4466880da3563e5145a1e

Source dataset

uspto-grants-2003_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06620963B1