Acetanilide → N-(4-Butyrylphenyl)acetamide

HRID 1632509

반응식

HRID 1632509 반응식
[C:1]([NH:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)(=[O:3])[CH3:2].[C:11](Cl)(=[O:15])[CH2:12][CH2:13][CH3:14].[Cl-].[Cl-].[Cl-].[Al+3]>C(=S)=S>[NH:4]([C:5]1[CH:10]=[CH:9][C:8]([C:11](=[O:15])[CH2:12][CH2:13][CH3:14])=[CH:7][CH:6]=1)[C:1]([CH3:2])=[O:3]

참가 물질

5

반응물 3

HCID 904AcetanilideHCID 8855Butyryl chlorideHCID 6451240Aluminum(III) Chloride

생성물 1

HCID 4304236N-(4-Butyrylphenyl)acetamide

시약·촉매·용매 1

HCID 6348Carbon Disulfide용매

실험 절차

81.3 g of acetanilide are suspended in 600 ml of carbon disulphide and 76.7 g of butyryl chloride and, in portions, 198 g of aluminium trichloride are added while stirring. The mixture is stirred for some time at 30°-35° and heated at the boil for 18 hours. It is then allowed to cool, stirred into 200 ml of ice-water and extracted twice with 500 ml of ethyl acetate each time. The organic phases are combined, washed with 500 ml of additional acid and twice with 500 ml of 15% strength sodium carbonate solution each time, dried over magnesium sulphate and concentrated to 150 ml under reduced pressure. The residue obtained by concentration is allowed to cool, filtered with suction, washed twice with diethyl ether and dried under reduced pressure. p-Acetaminobutyrophenone having a melting point of 141°-143° is obtained.

후처리

  1. stirringThe mixture is stirred for some time at 30°-35°
  2. temperatureheated at the boil for 18 hours
  3. temperatureto cool
  4. extractionextracted twice with 500 ml of ethyl acetate each time
  5. washwashed with 500 ml of additional acid and twice with 500 ml of 15% strength sodium carbonate solution each time
  6. dry with materialdried over magnesium sulphate
  7. concentrationconcentrated to 150 ml under reduced pressure
  8. customThe residue obtained by concentration
  9. temperatureto cool
  10. filtrationfiltered with suction
  11. washwashed twice with diethyl ether
  12. customdried under reduced pressure

출처 및 근거

ORD 기록
ord-1ce821c7e8364b84b48f59e3ae4ba77e
출처 데이터셋
uspto-grants-1984_10
특허 번호
US04476132

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