Hydrochloric Acid → 4-(Hydroxymethyl)-1-(4-methylphenyl)-2-pyrrolidinone

HRID 1885622노트

반응식

HRID 1885622 반응식
[C:1]1([CH3:17])[CH:6]=[CH:5][C:4]([N:7]2[C:11](=[O:12])[CH2:10][CH:9]([C:13](OC)=[O:14])[CH2:8]2)=[CH:3][CH:2]=1.B.[Na].CO.Cl>O1CCCC1.O>[C:1]1([CH3:17])[CH:2]=[CH:3][C:4]([N:7]2[CH2:8][CH:9]([CH2:13][OH:14])[CH2:10][C:11]2=[O:12])=[CH:5][CH:6]=1

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 577835HCID 577835, 화합물HCID 178418435HCID 178418435, 화합물

생성물 1

HCID 103529084-(Hydroxymethyl)-1-(4-methylphenyl)-2-pyrrolidinone수율 98.3%

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

Methyl 1-(4-tolyl)-5-oxo-3-pyrrolidinecarboxylate (46.00 g) and sodium boron hydride (5.94 g) are suspended in tetrahydrofuran (460 ml) and to the mixture is added dropwise methanol (46.2 ml) over a period of 1 hour under refluxing. The mixture is further heated for 1 hour. After cooling the reaction mixture, conc. hydrochloric acid (13.7 ml) and water (about 5 ml) are added thereto and then the mixture is concentrated under reduced pressure. Methylene chloride (400 ml) is added to the residue and the insoluble material is removed by filtration. The filtrate is washed with water (about 100 ml). The organic layer is dried over anhydrous magnesium sulfate and concentrated under reduced pressure to give the desired product (39.80 g) as solid.

후처리

  1. temperatureunder refluxing
  2. temperatureThe mixture is further heated for 1 hour
  3. additionare added
  4. concentrationthe mixture is concentrated under reduced pressure
  5. additionMethylene chloride (400 ml) is added to the residue
  6. customthe insoluble material is removed by filtration
  7. washThe filtrate is washed with water (about 100 ml)
  8. dry with materialThe organic layer is dried over anhydrous magnesium sulfate
  9. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-c246a7bcbac54672906b80c5286060c1
출처 데이터셋
uspto-grants-1992_09
특허 번호
US05145865

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