Potassium Carbonate → Ethyl 4-[(3-methoxyphenyl)sulfanyl]-3-oxobutanoate

HRID 490687ノート

反応式

HRID 490687 の反応式
Cl[CH2:2][C:3](=[O:10])[CH2:4][C:5]([O:7][CH2:8][CH3:9])=[O:6].[CH3:11][O:12][C:13]1[CH:14]=[C:15]([SH:19])[CH:16]=[CH:17][CH:18]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[CH2:8]([O:7][C:5](=[O:6])[CH2:4][C:3](=[O:10])[CH2:2][S:19][C:15]1[CH:16]=[CH:17][CH:18]=[C:13]([O:12][CH3:11])[CH:14]=1)[CH3:9]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 69484Ethyl 4-chloroacetoacetateHCID 849893-Methoxybenzenethiol

生成物 1

HCID 21816283Ethyl 4-[(3-methoxyphenyl)sulfanyl]-3-oxobutanoate

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

Ethyl 4-chloroacetoacetate (32.6 g, 0.188 mol), 3-methoxythiophenol (25.1 g, 0.179 mol) and DMF (700 mL) are combined and degassed by bubbling nitrogen through the stirred mixture for about 10 min, then potassium carbonate (50 g, 0.36 mol) is added to the stirred mixture in one batch. This mixture is stirred under nitrogen at room temperature for 2 h, the mixture is filtered to remove potassium carbonate, then diluted with ethyl acetate. The resulting solution is washed with water, then 5% aq. NaCl. The combined organics are washed with brine, dried over Na2SO4. Concentration yields the title compound as yellow liquid. This material is used without purification.

後処理

  1. customdegassed
  2. customby bubbling nitrogen through the stirred mixture for about 10 min
  3. filtrationthe mixture is filtered
  4. customto remove potassium carbonate
  5. additiondiluted with ethyl acetate
  6. washThe resulting solution is washed with water
  7. washThe combined organics are washed with brine
  8. dry with materialdried over Na2SO4
  9. concentrationConcentration

出典と根拠

ORDレコード
ord-bb4f8852bb8d4c1f89a40ca8f7e0bf90
出典データセット
uspto-grants-2009_05
特許番号
US07528160B2

反応ノート

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