Sulfuric Acid → Ethyl 2-bromoisonicotinate

HRID 1069064

반응식

HRID 1069064 반응식
[Br:1][C:2]1[CH:7]=[C:6]([C:8]([OH:10])=[O:9])[CH:5]=[CH:4][N:3]=1.[C:11]1(C)C=CC=C[CH:12]=1.S(=O)(=O)(O)O.C(=O)(O)[O-].[Na+]>C(O)C>[CH2:11]([O:9][C:8]([C:6]1[CH:5]=[CH:4][N:3]=[C:2]([Br:1])[CH:7]=1)=[O:10])[CH3:12]

참가 물질

6

반응물 4

HCID 1118Sulfuric AcidHCID 1140TolueneHCID 2227012-Bromoisonicotinic acidHCID 516892Sodium Bicarbonate

생성물 1

HCID 3847769Ethyl 2-bromoisonicotinate

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a suspension of 2-bromo4-pyridine carboxylic acid (prepared according to the method of Ashimori, Chem. Pharm. Bull. 38 (9) 2446-2458 (1990)) in 2:1 toluene: absolute ethanol (45 mL) was added sulfuric acid (0.75 mL). The mixture was heated at reflux for 16 h. The mixture was poured into saturated aqueous sodium bicarbonate and extracted with chloroform (3 times). The combined chloroform extracts were dried over magnesium sulfate, filtered and concentrated afforded the crude product as a yellow oil. Purification by silica gel chromatography eluting with 9:1 hexane:ethyl acetate to afford the title compound (900 mg) as a clear, colorless oil.

후처리

  1. customprepared
  2. temperatureThe mixture was heated
  3. temperatureat reflux for 16 h
  4. extractionextracted with chloroform (3 times)
  5. dry with materialThe combined chloroform extracts were dried over magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated
  8. customafforded the crude product as a yellow oil
  9. customPurification by silica gel chromatography
  10. washeluting with 9:1 hexane

출처 및 근거

ORD 기록
ord-87d436ec62d7494299d612f339bfac85
출처 데이터셋
uspto-grants-2001_06
특허 번호
US06251925B1

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