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

HRID 68760ノート

反応式

HRID 68760 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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]+.

後処理

  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)

出典と根拠

ORDレコード
ord-7479719406c0480abf24392f099b2eff
出典データセット
uspto-grants-2014_09
特許番号
US08822471B2

反応ノート

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