Ammonium Hydroxide → 3-Butyl-4-chloro quinoline

HRID 1110114노트

반응식

HRID 1110114 반응식
[CH2:1]([C:5]1[C:14](=O)[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[NH:7][CH:6]=1)[CH2:2][CH2:3][CH3:4].P(Cl)(Cl)([Cl:18])=O.[OH-].[NH4+]>O>[CH2:1]([C:5]1[CH:6]=[N:7][C:8]2[C:13]([C:14]=1[Cl:18])=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH2:2][CH2:3][CH3:4]

참가 물질

5

반응물 3

HCID 14923Ammonium HydroxideHCID 24813Phosphorus oxychlorideHCID 195953413-butyl-4-(1H)-quinolinone

생성물 1

HCID 195953523-Butyl-4-chloro quinoline

시약·촉매·용매 1

HCID 962Water용매

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온도
120 °C

실험 절차

A mixture of 515 mg of the product of Step E and 0.6 ml of phosphorous oxychloride was heated for 2 hours at 120° C. and the mixture was cooled. 10 ml of water were added and the solution was alkalized to pH 9 with concentrated ammonium hydroxide. Extraction was carried out twice with methylene chloride and the extracts were washed with a saturated solution of sodium chloride, dried and evaporated to dryness. The residue was dissolved in 30 ml of ethanol and treated for 15 minutes at reflux in the presence of activated charcoal, followed by filtering on hyflosupercel to obtain 511 mg of the desired product.

후처리

  1. temperaturethe mixture was cooled
  2. extractionExtraction
  3. washthe extracts were washed with a saturated solution of sodium chloride
  4. customdried
  5. customevaporated to dryness
  6. dissolutionThe residue was dissolved in 30 ml of ethanol
  7. additiontreated for 15 minutes
  8. temperatureat reflux in the presence of activated charcoal
  9. filtrationby filtering on hyflosupercel

출처 및 근거

ORD 기록
ord-f1bf86ee7f4e4bf5af38417b4e0448c3
출처 데이터셋
uspto-grants-1994_06
특허 번호
US05324839

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