반응 #159094

반응 방정식

3-Methyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzoic acid methyl ester

NBS

AIBN

→

3-Bromomethyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzoic acid methyl ester

수율 103.0%

용매

CCl4

반응 조건

후처리

1. 1
   여과was filtered
2. 2
   세척washed with CCl4
3. 3
   농축The solution was concentrated under reduced pressure
4. 4
   workup.ADDITIONwas diluted with EtOAc
5. 5
   세척The solution was washed with water and brine
6. 6
   건조was dried with Na2SO4
7. 7
   농축Concentration

실험 절차

The solution of 3-Methyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzoic acid methyl ester (3.71 g, 13.4 mmol), NBS (2.39 g, 13.4 mmol), and AIBN (235 mg) in CCl4 (20 ml) was heated at 80° C. for 14 hours. The mixture was cooled to 25° C., and was filtered and washed with CCl4. The solution was concentrated under reduced pressure, and was diluted with EtOAc. The solution was washed with water and brine and was dried with Na2SO4. Concentration gave 3-Bromomethyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzoic acid methyl ester (4.9 g).

출처