Methanol → Methyl 4-iodopicolinate

HRID 901454노트

반응식

HRID 901454 반응식
[I:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([C:8]([OH:10])=[O:9])[CH:3]=1.S(=O)(=O)(O)O.[CH3:16]O>>[CH3:16][O:9][C:8](=[O:10])[C:4]1[CH:3]=[C:2]([I:1])[CH:7]=[CH:6][N:5]=1

참가 물질

4

반응물 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 8182784-Iodopyridine-2-carboxylic acid

생성물 1

HCID 22742038Methyl 4-iodopicolinate수율 90%

실험 절차

To a solution of 4-iodopicolinic acid 11a (7.0 g, 18.6 mmol) in MeOH (70 mL) at 23° C. was added concentrated sulfuric acid (350 μL), and the reaction mixture was refluxed for 48 h. The reaction mixture was cooled to room temperature and concentrated to yield the desired product 4-iodopicolinic acid methyl ester 11b (4.4 g, 90%) as a yellow oil; 1H NMR (300 MHz, CDCl3) δ 8.52 (t, J=0.6, 1.5, 1), 8.40 (d, J=5.1, 1), 7.86-7.88 (dd, J=0.6, 5.1, 1), 4.02 (s, 3); MS (ESPOS): 263.9 [M+H];285.9 [M+Na].

후처리

  1. temperaturethe reaction mixture was refluxed for 48 h
  2. concentrationconcentrated

출처 및 근거

ORD 기록
ord-3202d3e84aea4b8d8ccb89a99cb20030
출처 데이터셋
uspto-grants-2008_04
특허 번호
US07361743B2

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