Potassium Carbonate → 4-(4-Methyl-oxazol-5-yl)-benzoic acid methyl ester

HRID 68760노트

반응식

HRID 68760 반응식
[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[CH:8][C:7]([CH:10]=[O:11])=[CH:6][CH:5]=1.[N+:13]([CH:15](S(C1C=CC(C)=CC=1)(=O)=O)[CH3:16])#[C-:14].C(=O)([O-])[O-].[K+].[K+]>CO>[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[CH:8][C:7]([C:10]2[O:11][CH:14]=[N:13][C:15]=2[CH3:16])=[CH:6][CH:5]=1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 15294Methyl 4-FormylbenzoateHCID 110528851-(1-Isocyanoethanesulfonyl)-4-methylbenzene

생성물 1

HCID 682895774-(4-Methyl-oxazol-5-yl)-benzoic acid methyl ester

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A mixture of 4-formyl-benzoic acid methyl ester (2.50 g), 1-(1-isocyano-ethanesulfonyl)-4-methyl-benzene (3.19 g), and potassium carbonate (2.76 g) in methanol (50 mL) is heated to reflux for 2 h. After cooling to room temperature, the mixture is poured onto water and extracted with dichloromethane. The organic phase is washed with water, dried over Na2SO4 and concentrated in vacuo. The residue is chromatographed on silica gel (dichloromethane/methanol 40:1) to afford the title compound. LC (method 6): tR=2.68 min; Mass spectrum (ESI+): m/z=218 [M+H]+.

후처리

  1. temperatureis heated
  2. temperatureto reflux for 2 h
  3. additionthe mixture is poured onto water
  4. extractionextracted with dichloromethane
  5. washThe organic phase is washed with water
  6. dry with materialdried over Na2SO4
  7. concentrationconcentrated in vacuo
  8. customThe residue is chromatographed on silica gel (dichloromethane/methanol 40:1)

출처 및 근거

ORD 기록
ord-7479719406c0480abf24392f099b2eff
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08822471B2

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