5-(2-Fluoro-3-methoxybenzylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione → HCID 57705536、化合物
反応式
[F:1][C:2]1[C:18]([O:19][CH3:20])=[CH:17][CH:16]=[CH:15][C:3]=1[CH:4]=[C:5]1[C:10](=[O:11])[O:9][C:8]([CH3:13])([CH3:12])[O:7][C:6]1=[O:14].[CH2:21]([Mg]Br)[CH3:22]>C1COCC1>[F:1][C:2]1[C:18]([O:19][CH3:20])=[CH:17][CH:16]=[CH:15][C:3]=1[CH:4]([CH:5]1[C:6](=[O:14])[O:7][C:8]([CH3:12])([CH3:13])[O:9][C:10]1=[O:11])[CH2:21][CH3:22]参加物
4
反応条件
- 温度
- 0 °C
実験手順
A 500 mL round bottom flask was charged with 5-(2-fluoro-3-methoxybenzylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione 77.B (5.00 g, 17.8 mmol) and THF (100 mL). The resulting slurry was cooled to 0° C., and to it was added ethylmagnesium bromide (available from Aldrich) (3.0 M/ether) (11.9 mL, 35.7 mmol) dropwise over 15 minutes. The cooling bath was removed, and the mixture was stirred for 1 hour at ambient temperature. The reaction was quenched with 1 N HCl and extracted with EtOAc. The combined organic layers were washed with brine, dried (MgSO4), and concentrated to afford 5-(1-(2-fluoro-3-methoxyphenyl)propyl)-2,2-dimethyl-1,3-dioxane-4,6-dione 77.C (5.17 g, 93.4% yield) as a yellow oil (5.2 g, 93%). The product thus obtained was used without further purification.