Dimethylformamide → 4-Hydroxy-2-methylphenyl-2,5-dimethoxybenzamide

HRID 568209

반응식

HRID 568209 반응식
C[N:2](C)[CH:3]=[O:4].[CH3:6][O:7][C:8]1[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][C:9]=1[C:10](Cl)=O>O>[OH:7][C:8]1[CH:16]=[CH:15][C:10]([C:9]2[C:8]([O:7][CH3:6])=[C:16]([CH:15]=[C:14]([O:17][CH3:18])[CH:13]=2)[C:3]([NH2:2])=[O:4])=[C:13]([CH3:14])[CH:9]=1

참가 물질

4

반응물 2

HCID 6228DimethylformamideHCID 873642,5-Dimethoxybenzoyl chloride

생성물 1

HCID 702163404-Hydroxy-2-methylphenyl-2,5-dimethoxybenzamide수율 43%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

4-Amino-3-metlhylphenol (304 mg, 2.47 mmols) was put into a 30-ml conical flask, purged with argon, and dissolved in 10 ml of dry dimethylformamide (DMF). Next, a DMF solution (2 ml) of 2,5-dimethoxybenzoyl chloride (708 mg, 3.53 mmols) was added, and stirred at room temperature for 12 hours. The resulting reaction mixture was poured into 75 ml of cold water, suction-filtered, extracted with methylene chloride, and washed with water. The methylene chloride layer was dried with sodium sulfate, and the methylene chloride was removed by evaporation under reduced pressure. Next, the residue was purified by column chromatography (silica gel eluted with methylene chloride) to obtain 302 mg of the intended product, 4-hydroxy-2-methylphenyl-2,5-dimethoxybenzamide (yield: 43%).

후처리

  1. custom4-Amino-3-metlhylphenol (304 mg, 2.47 mmols) was put into a 30-ml conical flask
  2. custompurged with argon
  3. dissolutiondissolved in 10 ml of dry dimethylformamide (DMF)
  4. customThe resulting reaction mixture
  5. filtrationsuction-filtered
  6. extractionextracted with methylene chloride
  7. washwashed with water
  8. dry with materialThe methylene chloride layer was dried with sodium sulfate
  9. customthe methylene chloride was removed by evaporation under reduced pressure
  10. customNext, the residue was purified by column chromatography (silica gel eluted with methylene chloride)

출처 및 근거

ORD 기록
ord-44b168e7ac3b4429acb33eed3aac70c0
출처 데이터셋
uspto-grants-2001_01
특허 번호
US06180844B2

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