Methanol → 5-Bromo-6-methoxy-3-pyridinecarboxylic acid

HRID 1475723ノート

反応式

HRID 1475723 の反応式
C[O:2][C:3](=[O:13])[C:4]1[CH:9]=[C:8]([Br:10])[C:7]([O:11][CH3:12])=[N:6][CH:5]=1.[OH-].[Li+].CO>O1CCOCC1.O>[Br:10][C:8]1[C:7]([O:11][CH3:12])=[N:6][CH:5]=[C:4]([CH:9]=1)[C:3]([OH:13])=[O:2]

参加物

6

反応物 3

HCID 887MethanolHCID 3939Lithium HydroxideHCID 46311221Methyl 5-bromo-6-methoxypyridine-3-carboxylate

生成物 1

HCID 457904665-Bromo-6-methoxy-3-pyridinecarboxylic acid

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 312751,4-Dioxane溶媒

反応条件

温度
60 °C

実験手順

5-Bromo-6-methoxy-nicotinic acid methyl ester (W. J. Thompson et al., J. Org. Chem. 49 (1984), 5237-5243; 2.00 g, 8.13 mmol) was dissolved in dioxane (40 ml), lithium hydroxide (40 ml of a 1 M solution in water) was added and subsequently sufficient methanol to achieve complete dissolution. The mixture was stirred at 60° C. for 2 h. The methanol was evaporated in vacuo and the remaining mixture was acidified with 2 N hydrochloric acid and extracted with EA. The combined extracts were dried over sodium sulfate, filtered and evaporated to dryness to yield the title compound.

後処理

  1. dissolutiondissolution
  2. customThe methanol was evaporated in vacuo
  3. extractionextracted with EA
  4. dry with materialThe combined extracts were dried over sodium sulfate
  5. filtrationfiltered
  6. customevaporated to dryness

出典と根拠

ORDレコード
ord-55992b6fb1d943c5ac0348aed49c4555
出典データセット
uspto-grants-2015_04
特許番号
US09018383B2

反応ノート

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