反应详情

温度

98 °C

To a solution of 2,4,5-trifluoro-3-trifluoro methanesulfonyl benzoic acid, methyl ester (22.0 g, 0.065 mol) in dioxane (100 mL) was added tri-n-butyl vinyl tin (21.6 g, 0.068 mol), lithium chloride (16.7 g, 0.37 mL) 2,6-di-t-butyl-4-methylphenol (0.08 g) and palladium-tetra-triphenyl phosphine (1.1 g). The mixture was heated at 98° C. for 12 hours, cooled, diluted with ether and filtered through celite. The ether layer was concentrated and the resulting residue suspended in hexane and filtered. The filtrate was concentrated to a yellow oil which was immediately dissolved in methanol (250 mL) and 1N sodium hydroxide (150 mL). The mixture was stirred at room temperature for 4 hours, diluted with water and ether. The aqueous layer was acidified (pH~2) with 6N HCl and extracted with methylene chloride. The organic layer was dried and concentrated to provide the desired product (9.6 g, 77%); mp 108°-110° C.

1. temperaturecooled
2. filtrationfiltered through celite
3. concentrationThe ether layer was concentrated
4. filtrationfiltered
5. concentrationThe filtrate was concentrated to a yellow oil which
6. dissolutionwas immediately dissolved in methanol (250 mL)
7. additiondiluted with water and ether
8. extractionextracted with methylene chloride
9. customThe organic layer was dried
10. concentrationconcentrated