반응 #2336516

반응 방정식

methyl 3-hydroxypicolinate

bromine

Ether

→

methyl 6-bromo-3-hydroxypicolinate

수율 70.7%

용매

water

반응 조건

후처리

1. 1
   기타over 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
   기타The organic layer was separated
7. 7
   추출the aqueous phase extracted with ether (200 mL)
8. 8
   건조dried (MgSO4)
9. 9
   기타the solvent evaporated

실험 절차

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.

출처