Diethyl Ether → Methyl 6-bromo-3-hydroxypicolinate

HRID 277143

반응식

HRID 277143 반응식
[OH:1][C:2]1[C:3]([C:8]([O:10][CH3:11])=[O:9])=[N:4][CH:5]=[CH:6][CH:7]=1.[Br:12]Br.CCOCC>O>[Br:12][C:5]1[N:4]=[C:3]([C:8]([O:10][CH3:11])=[O:9])[C:2]([OH:1])=[CH:7][CH:6]=1

참가 물질

5

반응물 3

HCID 3283Diethyl EtherHCID 24408BromineHCID 819341Methyl 3-Hydroxy-2-pyridinecarboxylate

생성물 1

HCID 22175135Methyl 6-bromo-3-hydroxypicolinate수율 70.7%

시약·촉매·용매 1

HCID 962Water용매

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.

후처리

  1. customover a 30 minute
  2. additionAfter the addition
  3. waitwas continued for an additional hour
  4. stirringstirring
  5. dissolutionhad dissolved
  6. customThe organic layer was separated
  7. extractionthe aqueous phase extracted with ether (200 mL)
  8. dry with materialdried (MgSO4)
  9. customthe solvent evaporated

출처 및 근거

ORD 기록
ord-a67842e8f30145169cc0716f478f3f78
출처 데이터셋
uspto-grants-2002_03
특허 번호
US06355660B1

연결된 노트

불러오는 중…