2-Chloro-N-(4-methoxyphenyl)acetamide → 5-Hydroxyoxindole

HRID 1865188ノート

反応式

HRID 1865188 の反応式
Cl[CH2:2][C:3]([NH:5][C:6]1[CH:11]=[CH:10][C:9]([O:12]C)=[CH:8][CH:7]=1)=[O:4].[Cl-].[Cl-].[Cl-].[Al+3]>>[OH:12][C:9]1[CH:8]=[C:7]2[C:6](=[CH:11][CH:10]=1)[NH:5][C:3](=[O:4])[CH2:2]2

参加物

3

反応物 2

HCID 311232-Chloro-N-(4-methoxyphenyl)acetamideHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 769555-Hydroxyoxindole

反応条件

温度
240 °C

実験手順

2-chloro-N-(4-methoxyphenyl)-acetamide (10 g) and Anhydrous aluminum trichloride (17 g) was heated to 120° C. for 15 minutes and then heated to 240° C. for 1 hour. The reaction was cooled to room temperature and quenched with ice water and Concentrate hydrochloride acid, and extracted with ethyl acetate (5×). Organic layers combined and dried over magnesium sulfate, filtered and concentrated in vacuo. The crude solid was flash chromatography (silica, ethyl acetate) to give product.

後処理

  1. temperatureThe reaction was cooled to room temperature
  2. customquenched with ice water
  3. concentrationConcentrate hydrochloride acid
  4. extractionextracted with ethyl acetate (5×)
  5. dry with materialdried over magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo
  8. customto give product

出典と根拠

ORDレコード
ord-e4bf43d92a1e4e518bca51260ff72643
出典データセット
uspto-grants-2009_12
特許番号
US07626031B2

反応ノート

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