Methanol → Methyl 2-chloronicotinate

HRID 1251912노트

반응식

HRID 1251912 반응식
S(Cl)(Cl)=O.Cl.[Cl:6][C:7]1[C:12]([C:13]([OH:15])=[O:14])=[CH:11][CH:10]=[CH:9][N:8]=1.[CH3:16]O>>[Cl:6][C:7]1[C:12]([C:13]([O:15][CH3:16])=[O:14])=[CH:11][CH:10]=[CH:9][N:8]=1

참가 물질

4

반응물 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 27628002-Chloronicotinic acid hydrochloride

생성물 1

HCID 819931Methyl 2-chloronicotinate

실험 절차

Thionyl chloride (3.8 g.) was added dropwise, over 10 minutes, to a solution of 2-chloropyridin-3-carboxylic acid HCl salt (1.0 g.) in methanol, stirred under an inert atmosphere and cooled in an ice/salt bath. The reaction was stirred for a further 5 days at ambient temperature. The methanol was evaporated away and the residue treated with saturated sodium bicarbonate solution and extracted with ethyl acetate. The extracts were dried and evaporated to dryness to give methyl 2-chloropyridin-3-carboxylate as a colourless liquid (0.9 g.)

후처리

  1. temperaturecooled in an ice/salt bath
  2. stirringThe reaction was stirred for a further 5 days at ambient temperature
  3. customThe methanol was evaporated away
  4. additionthe residue treated with saturated sodium bicarbonate solution
  5. extractionextracted with ethyl acetate
  6. customThe extracts were dried
  7. customevaporated to dryness

출처 및 근거

ORD 기록
ord-9eadd93bdfe340d6a42b5f09372ccb4c
출처 데이터셋
uspto-grants-2002_01
특허 번호
US06342765B1

반응 노트

불러오는 중…