反応 #2336516

反応方程式

methyl 3-hydroxypicolinate

bromine

Ether

→

methyl 6-bromo-3-hydroxypicolinate

収率 70.7%

溶媒

water

反応条件

後処理

1. 1
   その他over a 30 minute
2. 2
   workup.ADDITIONAfter the addition
3. 3
   workup.WAITwas continued for an additional hour
4. 4
   workup.STIRRINGstirring
5. 5
   workup.DISSOLUTIONhad dissolved
6. 6
   その他The organic layer was separated
7. 7
   抽出the aqueous phase extracted with ether (200 mL)
8. 8
   乾燥dried (MgSO4)
9. 9
   その他the solvent evaporated

実験手順

To a mechanically stirred solution of methyl 3-hydroxypicolinate (30.6 g) in water (800 mL) was slowly added bromine (32 g) over a 30 minute period. After the addition was complete, stirring was continued for an additional hour. Ether (300 mL) was added and stirring continued until all the solids had dissolved. The organic layer was separated and the aqueous phase extracted with ether (200 mL). The organic phases were combined, dried (MgSO4) and the solvent evaporated to give 32.8 g of methyl 6-bromo-3-hydroxypicolinate as an off-white solid. Recrystallization from methanol/water gave an analytical sample, m.p. 115-117° C.

出典