反应详情

500 mg (1.16 mmol) of 3-[3-[2-(4-bromophenyl)-5,5-dimethyl-1,3-dioxane-2-yl]propoxy]benzonitrile, 260 mg (1.4 mmol) of tributylamine and 42 mg (0.06 mmol) of bis(triphenylphosphine)palladium (II) chloride were stirred in 3 ml of 1-butanol and 5 ml of dimethylformamide at 100° C. in carbon monoxide atmosphere overnight. Ether was added to the reaction liquid. After washing with water, 0.5 N hydrochloric acid, saturated sodium hydrogencarbonate solution and saturated aqueous common salt solution, the reaction mixture was dried over anhydrous magnesium sulfate. The solvent was evaporated. 9 ml of 6 N hydrochloric acid solution and 9 ml of acetic acid were added to the residue, and the resultant mixture was heated under reflux for 4 hours. The solvent was evaporated. Saturated aqueous sodium hydrogencarbonate solution was added to the residue. The resultant mixture was washed with ethyl acetate, and the aqueous layer was made acidic with hydrogen chloride. After the extraction with ethyl acetate, the organic layer was washed with saturated aqueous common salt solution and then dried over anhydrous magnesium sulfate. The solvent was evaporated to obtain the crude title compound.

1. customat 100° C.
2. customatmosphere overnight
3. washAfter washing with water, 0.5 N hydrochloric acid, saturated sodium hydrogencarbonate solution and saturated aqueous common salt solution
4. dry with materialthe reaction mixture was dried over anhydrous magnesium sulfate
5. customThe solvent was evaporated
6. addition9 ml of 6 N hydrochloric acid solution and 9 ml of acetic acid were added to the residue
7. temperaturethe resultant mixture was heated
8. temperatureunder reflux for 4 hours
9. customThe solvent was evaporated
10. additionSaturated aqueous sodium hydrogencarbonate solution was added to the residue
11. washThe resultant mixture was washed with ethyl acetate
12. extractionAfter the extraction with ethyl acetate
13. washthe organic layer was washed with saturated aqueous common salt solution
14. dry with materialdried over anhydrous magnesium sulfate
15. customThe solvent was evaporated