Dimethylformamide → Ethyl 4-methoxy-3-methyl-2-benzofurancarboxylate

HRID 29340ノート

反応式

HRID 29340 の反応式
[CH2:1]([O:3][C:4]([C:6]1[O:7][C:8]2[CH:15]=[CH:14][CH:13]=[C:12]([OH:16])[C:9]=2[C:10]=1[CH3:11])=[O:5])[CH3:2].IC.[C:19]([O-])([O-])=O.[K+].[K+].CN(C=O)C>[Cl-].[Na+].O>[CH2:1]([O:3][C:4]([C:6]1[O:7][C:8]2[CH:15]=[CH:14][CH:13]=[C:12]([O:16][CH3:19])[C:9]=2[C:10]=1[CH3:11])=[O:5])[CH3:2]

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 748649Ethyl 4-hydroxy-3-methyl-1-benzofuran-2-carboxylate

生成物 1

HCID 9497663Ethyl 4-methoxy-3-methyl-2-benzofurancarboxylate収率 76.1%

試薬・触媒・溶媒 1

HCID 57417360Sodium chloride; water溶媒

実験手順

4-Hydroxy-3-methyl-benzofuran-2-carboxylic acid ethyl ester (200 mg) was mixed with iodomethane (0.5 mL), K2CO3 (200 mg) and 2 mL of DMF. The mixture was stirred at room temperature overnight. The mixture was mixed with brine and extracted with ethyl acetate, and the combined ethyl acetate layers were washed with brine. Removal of the solvent gave the crude product that was purified by column chromatographt to give 162 mg (76% yield) of 4-methoxy-3-methyl-benzofuran-2-carboxylic acid ethyl ester as amber colored oil.

後処理

  1. extractionextracted with ethyl acetate
  2. washthe combined ethyl acetate layers were washed with brine
  3. customRemoval of the solvent
  4. customgave the crude product that
  5. customwas purified by column chromatographt

出典と根拠

ORDレコード
ord-cc5d13bd328440058eb6608bd0696981
出典データセット
uspto-grants-2008_09
特許番号
US07420001B2

反応ノート

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