Potassium Hydroxide → 2-Chloro-3,5-Dimethoxyaniline

HRID 58176

反応式

HRID 58176 の反応式
[OH-].[K+].[Cl:3][C:4]1[C:9]([O:10][CH3:11])=[CH:8][C:7]([O:12][CH3:13])=[CH:6][C:5]=1[NH:14]C(=O)C>CCO.O>[Cl:3][C:4]1[C:9]([O:10][CH3:11])=[CH:8][C:7]([O:12][CH3:13])=[CH:6][C:5]=1[NH2:14]

参加物

5

反応物 2

HCID 14797Potassium HydroxideHCID 56594868N-(2-chloro-3,5-dimethoxyphenyl)acetamide

生成物 1

HCID 227430742-Chloro-3,5-Dimethoxyaniline収率 82%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒

実験手順

Potassium hydroxide (2.19 g, 39.18 mmol) was added to a solution of N-(2-chloro-3,5-dimethoxyphenyl)acetamide (1.8 g, 7.837 mmol) in EtOH (100 mL) and water (10 mL) and the reaction mixture heated to reflux for 12 h. Excess EtOH was removed under reduced pressure to obtain a residue. The residue was then partitioned between water and diethyl ether. The organic layer was separated, dried over sodium sulfate, filtered and concentrated under vacuum to afford the title compound (1.2 g, 82% of yield) as a white solid. 1HNMR (CDCl3, 300 MHz): δ 5.97 (s, 2H), 4.08 (brs, 2H), 3.84 (s, 3H), 3.75 (s, 3H); MS (ESI): 188.1 [M+H]+.

後処理

  1. temperaturethe reaction mixture heated
  2. temperatureto reflux for 12 h
  3. customExcess EtOH was removed under reduced pressure
  4. customto obtain a residue
  5. customThe residue was then partitioned between water and diethyl ether
  6. customThe organic layer was separated
  7. dry with materialdried over sodium sulfate
  8. filtrationfiltered
  9. concentrationconcentrated under vacuum

出典と根拠

ORDレコード
ord-e54c098ae5e44c79abbbc706661fc090
出典データセット
uspto-grants-2016_09
特許番号
US09434697B2

関連ノート

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