반응 #2146693

반응 방정식

2-(4′-benzoyloxyphenyl)-6-methoxyimidazo[1,2-a]pyridine

boron tribromide

methanol

→

2-(4′-hydroxyphenyl)-6-hydroxyimidazo[1,2-a]pyridine

수율 89.5%

용매

dichloromethane

반응 조건

후처리

1. 1
   기타to remove moisture
2. 2
   workup.DISSOLUTIONwas dissolved in 245 mL of chloroform
3. 3
   온도After the temperature of the resulting solution was raised to room temperature
4. 4
   기타After the completion of the reaction
5. 5
   온도the reaction solution was cooled with ice
6. 6
   workup.STIRRINGfurther stirred at room temperature for 3 hours
7. 7
   농축The reaction mixture was then concentrated under reduced pressure
8. 8
   기타to obtain slurry
9. 9
   기타precipitates
10. 10
    여과were filtered
11. 11
    기타recovered
12. 12
    기타The precipitates recovered
13. 13
    세척were washed with chloroform
14. 14
    기타dried under reduced pressure

실험 절차

4.90 g (corresponding to 14.83 mmol) of 2-(4′-benzoyloxyphenyl)-6-methoxyimidazo[1,2-a]pyridine that was sufficiently dried to remove moisture was dissolved in 245 mL of chloroform and cooled down to −15° C. To this solution, a solution of 12.62 mL (corresponding to 133.48 mmol) of boron tribromide in 134 mL of dichloromethane was added dropwise. After the temperature of the resulting solution was raised to room temperature, the solution was stirred for 17 hours. After the completion of the reaction, the reaction solution was cooled with ice and supplemented with 668 mL of methanol, and further stirred at room temperature for 3 hours. The reaction mixture was then concentrated under reduced pressure. The resulting crude product was supplemented with 290 mL of chloroform and 29 mL of methanol to obtain slurry, and then precipitates were filtered and recovered. The precipitates recovered were washed with chloroform and then dried under reduced pressure, to obtain 3.00 g (corresponding to 13.28 mmol) of 2-(4′-hydroxyphenyl)-6-hydroxyimidazo[1,2-a]pyridine (FIG. 3, Step 6).

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