Methanol → Methyl 5-hydroxypyridine-2-carboxylate

HRID 72941ノート

反応式

HRID 72941 の反応式
[OH:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]([OH:10])=[O:9])=[N:6][CH:7]=1.S(=O)(=O)(O)O.[CH3:16]O>>[OH:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]([O:10][CH3:16])=[O:9])=[N:6][CH:7]=1

参加物

4

反応物 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 2687405-Hydroxypyridine-2-carboxylic acid

生成物 1

HCID 4715126Methyl 5-hydroxypyridine-2-carboxylate

実験手順

To a solution of 5-hydroxypyridine-2-carboxylic acid (1.0 g, 7.2 mmol) in methanol (15 mL) was added sulfuric acid (881 μL, 16.53 mmol) dropwise and the reaction mixture was stirred at room temperature overnight. The reaction mixture was concentrated in vacuo, diluted with DCM (100 mL), washed with sat. aq NaHCO3 solution. The organic layer was separated and dried with sodium sulfate, filtered and concentrated in vacuo to give methyl 5-hydroxypyridine-2-carboxylate, which was used without further purification. ESI-MS m/z calc. 150.1. Found 154.1 (M+1)+; Retention time: 0.33 minutes (3 min run).

後処理

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. additiondiluted with DCM (100 mL)
  3. washwashed with sat. aq NaHCO3 solution
  4. customThe organic layer was separated
  5. dry with materialdried with sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-df417fe02e554b87ba2b14a7053f4e85
出典データセット
uspto-grants-2014_09
特許番号
US08828996B2

反応ノート

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