HCID 21993296, compound → HCID 21993301, compound

To dried MTP 10.0 g (29.2 mmol), THF 100 ml was added, and potassium-t-butoxide 3.30 g (29.4 mmol) was added. The mixture was stirred for about one hour. To the reactant, a Th solution (50 ml) of the above 4-(3-fluoro-4-trifluoromethoxyphenyl)cyclohexanone 6.0 g (23.1 mmol) was added dropwise, and the mixture was stirred for 2 hours. Water 150 ml was added to the reactant, the product was extracted with diethylether. The extract was washed with a sodium chloride aqueous solution, dried over anhydrous magnesium sulfate, and the solvent was distilled off. The residue was purified by silica gel column chromatography (eluent: toluene). The resulting purified material was stirred in mixture solvent of 3N-hydrochloric add 200 ml and acetone 200 ml for 5 hours, and the product was extracted with toluene. The extract was washed with a saturated sodium bicarbonate aqueous solution and then with water, and dried over anhydrous magnesium sulfate. Toluene was distilled off to obtain 4(3-fluoro-4-trifluoromethoxyphenyl)cyclohexanecarboaldehyde 3.6 g (13.3 mmol). The yield was 57.6% from 4-(3-fluoromethoxy phenyl)cyclohexanone.

1. dry with materialTo dried MTP 10.0 g (29.2 mmol), THF 100 ml
2. additionwas added
3. stirringthe mixture was stirred for 2 hours
4. extractionthe product was extracted with diethylether
5. washThe extract was washed with a sodium chloride aqueous solution
6. dry with materialdried over anhydrous magnesium sulfate
7. distillationthe solvent was distilled off
8. customThe residue was purified by silica gel column chromatography (eluent: toluene)
9. customThe resulting purified material
10. stirringwas stirred in mixture solvent of 3N-
11. additionhydrochloric add 200 ml and acetone 200 ml for 5 hours
12. extractionthe product was extracted with toluene
13. washThe extract was washed with a saturated sodium bicarbonate aqueous solution
14. dry with materialwith water, and dried over anhydrous magnesium sulfate
15. distillationToluene was distilled off

ORD record

ord-de17512784cb4c0abc449f3f57d481cc

Source dataset

uspto-grants-2001_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06235355B1