反应详情

(50 g, 0.228 mol) of 2-aminophenyl boronic acid pinacol ester and (110 g, 0.798 mole) of potassium carbonate were charged into 10 L, 3 necks RBF connected with overhead stirrer, thermometer and additional funnel, 5 L of Chloroform, synthetic grade was loaded then stirred for 10±5 minutes at 25±5° C. after that (115 g, 50 mL, 0.57 mol) of Bromoacetyl bromide was added drop wise during 10±5 minutes while the mixture stirred. After end of loading, the mixture was stirred for 1-2 hrs at 25±5° C., the reaction completion was monitored by TLC (Ethyl acetate:n-hexane, 15:85 v/v). Afterward, 4-5 L of purified water was loaded then transferred to 10 L separatory funnel and steeled down for 10 minutes, chloroform layer (lower) was separated and dried over 50 g of sodium sulfate and filtered. The filtrate solution was concentrated under vacuum to dryness. The residue was recrystallized from diethyl ether to get pure 2-(bromoacetamido)phenylboronic acid intermediate, the product was characterized by 1H-NMR, 13C-NMR, mass and elemental analysis.

1. customRBF connected with overhead stirrer
2. additionwas added drop wise during 10±5 minutes while the mixture
3. stirringAfter end of loading, the mixture was stirred for 1-2 hrs at 25±5° C.
4. customchloroform layer (lower) was separated
5. dry with materialdried over 50 g of sodium sulfate
6. filtrationfiltered
7. concentrationThe filtrate solution was concentrated under vacuum to dryness
8. customThe residue was recrystallized from diethyl ether