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

HRID 568209

反応式

HRID 568209 の反応式
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

参加物

4

反応物 2

HCID 6228DimethylformamideHCID 873642,5-Dimethoxybenzoyl chloride

生成物 1

HCID 702163404-Hydroxy-2-methylphenyl-2,5-dimethoxybenzamide収率 43%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-44b168e7ac3b4429acb33eed3aac70c0
出典データセット
uspto-grants-2001_01
特許番号
US06180844B2

関連ノート

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