反応 #2336514

反応方程式

water

14

METHYL 4,6-DIBROMO-3-HYDROXYPYRIDINE-2-CARBOXYLATE

sodium hydride

benzyl chloride

→

15

収率 90.6%

METHYL 4,6-DIBROMO-3-BENZYLOXYPYRIDINE-2-CARBOXYLATE

収率 90.6%

溶媒

DMF

反応条件

後処理

1. 1
   workup.ADDITIONAfter the addition
2. 2
   温度The mixture was then heated at 90° C. for six hours
3. 3
   温度cooled
4. 4
   抽出extracted with ether (2×200 mL)
5. 5
   洗浄washed with 2N NaOH (50 mL)
6. 6
   乾燥dried (MgSO4)
7. 7
   その他the solvent was evaporated

実験手順

To a stirred mixture of sodium hydride (0.6 g) in DMF (50 mL) was slowly added 14 (7.1 g). After the addition was complete, the mixture was stirred at room temperature for 15 minutes, then benzyl chloride (3.05 g) was added all at once. The mixture was then heated at 90° C. for six hours, cooled, poured into water (500 mL) and extracted with ether (2×200 mL). The ether extracts were combined, washed with 2N NaOH (50 mL), dried (MgSO4) and the solvent was evaporated to give 15 as a light yellow solid (8.3 g). Recrystallization from a small volume of methanol gave an analytical sample, m.p. 75-76° C.

出典