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

HRID 29340노트

반응식

HRID 29340 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

HCID 9497663Ethyl 4-methoxy-3-methyl-2-benzofurancarboxylate수율 76.1%

시약·촉매·용매 1

HCID 57417360Sodium chloride; water용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-cc5d13bd328440058eb6608bd0696981
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07420001B2

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