반응 #59023

반응 방정식

Sodium metaperiodate

ethyl 3-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

hydrochloric acid

→

4-ethoxycarbonyl-2-methoxyphenylboronic acid

수율 89.3%

용매

ethyl acetate

water

tetrahydrofuran

water

반응 조건

후처리

1. 1
   workup.STIRRINGthe mixture was stirred at that temperature for 10 min
2. 2
   workup.STIRRINGthe resulting mixture was stirred at that temperature for additional 2 hrs
3. 3
   기타The organic layer was separated
4. 4
   세척washed with water and brine
5. 5
   건조dried over anhydrous magnesium sulfate
6. 6
   기타The solvent was evaporated under reduced pressure

실험 절차

Sodium metaperiodate (0.157 g) was added to a mixture of ethyl 3-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate (0.075 g), water (1 mL) and tetrahydrofuran (4 mL) at room temperature with stirring, and the mixture was stirred at that temperature for 10 min. 2 mol/L hydrochloric acid (0.082 mL) was added, and the resulting mixture was stirred at that temperature for additional 2 hrs, then water and ethyl acetate were added. The organic layer was separated, washed with water and brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to afford 4-ethoxycarbonyl-2-methoxyphenylboronic acid (0.049 g).

출처