Methyl iodide → 3-Acetyl-4-methoxyacetanilide

HRID 1870230ノート

反応式

HRID 1870230 の反応式
CI.[C:3]([C:6]1[CH:7]=[C:8]([NH:13][C:14](=[O:16])[CH3:15])[CH:9]=[CH:10][C:11]=1[OH:12])(=[O:5])[CH3:4].[C:17](=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[C:3]([C:6]1[CH:7]=[C:8]([NH:13][C:14](=[O:16])[CH3:15])[CH:9]=[CH:10][C:11]=1[O:12][CH3:17])(=[O:5])[CH3:4]

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 81720N-(3-Acetyl-4-hydroxyphenyl)acetamide

生成物 1

HCID 28174183-Acetyl-4-methoxyacetanilide収率 100%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

Methyl iodide (3.42 ml, 7.81 g, 55 mmol) was added to a stirred mixture of N-(3-acetyl-4-hydroxyphenyl)acetamide (J.Org.Chem. 1995, 60, 4324-4330) (9.65 g, 50 mmol) and potassium carbonate (13.82 g, 100 mmol) in dimethylformamide (50 ml). The mixture was stirred at room temperature for 72 hours, then the solvent was evaporated under reduced pressure. Water (100 ml) was added and the mixture was extracted with ethyl acetate (6×100 ml). The combined organic fractions were dried (MgSO4) and evaporated under reduced pressure to give N-(3-acetyl-4-methoxyphenyl)acetamide as a tan solid (10.34 g, 100%), 1H NMR (d6 -DMSO) δ 9.91 (1H, br. s), 7.76 (2H, m), 7.12 (1H, d, J=9.6 Hz), 3.86 (3H, s), 2.52 (3H, s), and 2.01 (3H, s). m/e (CI+) 208 (MH+).

後処理

  1. customthe solvent was evaporated under reduced pressure
  2. additionWater (100 ml) was added
  3. extractionthe mixture was extracted with ethyl acetate (6×100 ml)
  4. dry with materialThe combined organic fractions were dried (MgSO4)
  5. customevaporated under reduced pressure

出典と根拠

ORDレコード
ord-968a67cf23a345b4b7bec1c6c7034b40
出典データセット
uspto-grants-2000_08
特許番号
US06096766

反応ノート

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