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

HRID 1865188노트

반응식

HRID 1865188 반응식
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

참가 물질

3

반응물 2

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

생성물 1

HCID 769555-Hydroxyoxindole

반응 조건

온도
240 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-e4bf43d92a1e4e518bca51260ff72643
출처 데이터셋
uspto-grants-2009_12
특허 번호
US07626031B2

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