Methanol → Methyl 4-iodopicolinate

HRID 853995ノート

反応式

HRID 853995 の反応式
[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

参加物

4

反応物 3

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

生成物 1

HCID 22742038Methyl 4-iodopicolinate収率 90%

実験手順

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].

後処理

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

出典と根拠

ORDレコード
ord-7f914725da2c4e929bda878ef1ddca8f
出典データセット
uspto-grants-2007_08
特許番号
US07256177B2

反応ノート

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