Hydrochloric Acid → 1-(5-Amino-2-methoxyphenyl)ethanone

HRID 1870231ノート

反応式

HRID 1870231 の反応式
Cl.[C:2]([C:5]1[CH:6]=[C:7]([NH:13]C(=O)C)[CH:8]=[CH:9][C:10]=1[O:11][CH3:12])(=[O:4])[CH3:3]>C(O)C>[NH2:13][C:7]1[CH:8]=[CH:9][C:10]([O:11][CH3:12])=[C:5]([C:2](=[O:4])[CH3:3])[CH:6]=1

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 28174183-Acetyl-4-methoxyacetanilide

生成物 1

HCID 155794431-(5-Amino-2-methoxyphenyl)ethanone収率 99%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

Hydrochloric acid (6M, 50 ml) was added to a mixture of N-(3-acetyl-4-methoxyphenyl)acetamide (10.34 g, 50 mmol) and ethanol (150 ml) and the mixture was stirred under reflux for 8 hours. The mixture was cooled and the solvent was evaporated under reduced pressure. Water (100 ml) was added and the pH was adjusted to 10.0 with saturated aqueous potassium carbonate. The mixture was extracted with dichloromethane (3×100 ml) and the combined organic fractions were dried (MgSO4) and evaporated under reduced pressure to give 1-(5-amino-2-methoxyphenyl)ethanone as a dark oil (8.16 g, 99%), 1H NMR (CDCl3) δ 7.09 (1H, d, J=2.8 Hz), 6.82 (2H, m), 3.84 (3H, s), and 3.34 (2H, br. s), 2.59 (3H, s). m/e (CI+) 166 (MH+).

後処理

  1. temperatureunder reflux for 8 hours
  2. temperatureThe mixture was cooled
  3. customthe solvent was evaporated under reduced pressure
  4. additionWater (100 ml) was added
  5. extractionThe mixture was extracted with dichloromethane (3×100 ml)
  6. dry with materialthe combined organic fractions were dried (MgSO4)
  7. customevaporated under reduced pressure

出典と根拠

ORDレコード
ord-39087a7182c54c0ba1cf02090bca77d2
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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