Sodium Hydroxide → 2-Methoxy-6-methylpyrimidine-4-carboxylic acid

HRID 1109978ノート

反応式

HRID 1109978 の反応式
[CH3:1][O:2][C:3]1[N:8]=[C:7]([C:9]([O:11]C)=[O:10])[CH:6]=[C:5]([CH3:13])[N:4]=1.[OH-].[Na+]>CO.O>[CH3:1][O:2][C:3]1[N:8]=[C:7]([C:9]([OH:11])=[O:10])[CH:6]=[C:5]([CH3:13])[N:4]=1

参加物

5

反応物 2

HCID 14798Sodium HydroxideHCID 19018471Methyl 2-methoxy-6-methylpyrimidine-4-carboxylate

生成物 1

HCID 190184722-Methoxy-6-methylpyrimidine-4-carboxylic acid収率 46.1%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

15.5 g of methyl 2-methoxy-6-methylpyrimidine-4-carboxylate are added to a stirred solution of 3.6 g of sodium hydroxide in 100 ml of methanol and 10 ml of water. Stirring is continued at room temperature until the starting material disappears (TLC checking; 3 h). The methanol is distilled off under reduced pressure, the residue is taken up in water and the mixture is extracted once with ethyl acetate. The aqueous phase is acidified to pH 2 with conc. hydrochloric acid and then stirred for 1 h, and the product is filtered off with suction. 6.6 g of 2-methoxy-6-methylpyrimidine-4-carboxylic acid of melting point 161°-163° C. are obtained in this way. Concentration and extraction of the mother liquor using dichloromethane additionally gives 3.1 g of product of melting point 159°-161° C.

後処理

  1. customis continued at room temperature until the starting material
  2. custom(TLC checking; 3 h)
  3. distillationThe methanol is distilled off under reduced pressure
  4. extractionthe mixture is extracted once with ethyl acetate
  5. stirringstirred for 1 h
  6. filtrationthe product is filtered off with suction

出典と根拠

ORDレコード
ord-4bb449d3169a43248c0fc265a6e2b90d
出典データセット
uspto-grants-1994_06
特許番号
US05324710

反応ノート

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