Benzyl Alcohol → 4-Benzyloxy-3-pyrrolin-2-one

HRID 231887노트

반응식

HRID 231887 반응식
[CH3:1][O:2][C:3]1[CH2:7][NH:6][C:5](=[O:8])[CH:4]=1.C(O)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.CS(O)(=O)=O.C([O-])(O)=O.[Na+]>C(Cl)Cl>[CH2:1]([O:2][C:3]1[CH2:7][NH:6][C:5](=[O:8])[CH:4]=1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

참가 물질

6

반응물 4

HCID 244Benzyl AlcoholHCID 6395Methanesulfonic AcidHCID 516892Sodium BicarbonateHCID 5747694-methoxy-2,5-dihydro-1H-pyrrol-2-one

생성물 1

HCID 27247414-Benzyloxy-3-pyrrolin-2-one

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
80 °C

실험 절차

5.7 g of 4-methoxy-3-pyrrolin-2-one and 10.8 g of benzyl alcohol were mixed with 0.4 g of methane sulfonic acid and stirred for 24 hours at 80° C. and 20 mbars. Then the reaction solution was mixed with 50 ml of ice water and 100 ml of methylene chloride and neutralized with 4 ml of saturated NaHCO3 solution. The aqueous phase was extracted twice more with 50 ml each of methylene chloride. After drying of the organic phase over Na2SO4 and distilling off of the solvent, the residue was mixed with 150 ml of ice water, heated to 100° C. and 100 ml of water-benzyl alcohol was azeotropically distilled off. The crystals precipitated during the cooling were recrystallized hot from 50 ml of toluene. 6.7 g of white, crystalline product with a melting point of 147° to 148° was obtained. For the product:

후처리

  1. extractionThe aqueous phase was extracted twice more with 50 ml each of methylene chloride
  2. dry with materialAfter drying of the organic phase over Na2SO4
  3. distillationdistilling off of the solvent
  4. additionthe residue was mixed with 150 ml of ice water
  5. temperatureheated to 100° C.
  6. distillation100 ml of water-benzyl alcohol was azeotropically distilled off
  7. customThe crystals precipitated during the cooling
  8. customwere recrystallized hot from 50 ml of toluene
  9. custom6.7 g of white, crystalline product with a melting point of 147° to 148° was obtained

출처 및 근거

ORD 기록
ord-8caa1fe527544a2e9c53fbfaa7fadd98
출처 데이터셋
uspto-grants-1989_07
특허 번호
US04849528

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