Hydrochloric Acid → 3-Phenyl-5-butyrylisoxazole

HRID 1613871

반응식

HRID 1613871 반응식
[OH:1][CH:2]([C:6]1[O:10][N:9]=[C:8]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:7]=1)[CH2:3][CH2:4][CH3:5].Cl[O-].[Na+].N1C=CC=CC=1.Cl>ClCCl>[C:2]([C:6]1[O:10][N:9]=[C:8]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:7]=1)(=[O:1])[CH2:3][CH2:4][CH3:5]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 1049PyridineHCID 108893475-(1-Hydroxybutyl)-3-phenylisoxazoleHCID 23665760Sodium Hypochlorite

생성물 1

HCID 101306023-Phenyl-5-butyrylisoxazole

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
20 °C

실험 절차

In 12.5 ml of dichloromethane, 4.4 g (20 mmol) of 5-(1-hydroxybutyl)-3-phenylisoxazole were dissolved. While the solution was being stirred, 35.2 g (60 mmol) of a 12.7% aqueous solution of sodium hypochlorite were added dropwise to the solution. Next, a liquid mixture which had been obtained by adding 0.48 g (6.1 mmol) of pyridine to 1.0 ml of 6 N hydrochloric acid) was added dropwise over 1 hour and the reaction temperature was maintained at 20° C. After completion of the reaction, the organic layer was collected and was washed successively with a 5% aqueous solution of sodium hydrogensulfite, water and 1 N hydrochloric acid. The organic layer was dried over anhydrous sodium sulfate and the solvent was distilled off under reduced pressure. The residue was then recrystallized from ethanol, whereby the target compound, namely, 5-butyryl-3-phenylisoxazole was obtained as crystals.

후처리

  1. customNext, a liquid mixture which had been obtained
  2. additionwas added dropwise over 1 hour
  3. customAfter completion of the reaction
  4. customthe organic layer was collected
  5. washwas washed successively with a 5% aqueous solution of sodium hydrogensulfite, water and 1 N hydrochloric acid
  6. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  7. distillationthe solvent was distilled off under reduced pressure
  8. customThe residue was then recrystallized from ethanol, whereby the target compound

출처 및 근거

ORD 기록
ord-1908d19f4e824681a929efddc870ea34
출처 데이터셋
uspto-grants-1993_03
특허 번호
US05194606

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