Potassium Carbonate → Ethyl 2-ethoxy-3-{3-[3-(4-methylsulfonyloxyphenyl)propoxy]phenyl}propanoate

HRID 987121ノート

反応式

HRID 987121 の反応式
[CH3:1][S:2]([O:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][CH2:13][CH2:14]CS([O-])(=O)=O)=[CH:8][CH:7]=1)(=[O:4])=[O:3].[CH2:20]([O:22][CH:23]([CH2:29][C:30]1[CH:35]=[CH:34][CH:33]=[C:32]([OH:36])[CH:31]=1)[C:24]([O:26][CH2:27][CH3:28])=[O:25])[CH3:21].C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[CH2:20]([O:22][CH:23]([CH2:29][C:30]1[CH:35]=[CH:34][CH:33]=[C:32]([O:36][CH2:14][CH2:13][CH2:12][C:9]2[CH:8]=[CH:7][C:6]([O:5][S:2]([CH3:1])(=[O:3])=[O:4])=[CH:11][CH:10]=2)[CH:31]=1)[C:24]([O:26][CH2:27][CH3:28])=[O:25])[CH3:21]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 229884243-(4-Methylsulfonyloxyphenyl)propylmethanesulfonateHCID 229884442-Ethoxy-3-(3-hydroxyphenyl)propanoic acid ethyl ester

生成物 1

HCID 22988419Ethyl 2-ethoxy-3-{3-[3-(4-methylsulfonyloxyphenyl)propoxy]phenyl}propanoate収率 65%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒2 回

実験手順

Compound (c) (1.905 g; 6.18 mmole) was dissolved in acetonitrile (13 ml) and added dropwise to a mixture of ethyl 2-ethoxy-3-(3-hydroxyphenyl)-propanoate (1.47 g; 6.18 mmole) and potassium carbonate (2.56 g; 18.54 mmole) in acetonitrile (15 ml). The mixture was refluxed for 5 hours, then the solvent was evaporated in vacuo and water was added. The mixture was extracted twice with dichloromethane, dried (sodium sulfate), filtered and the solvent was evaporated in vacuo. Purification by chromatography on silica gel using diethyl ether/petroleum ether (gradient 33% to 100% diethyl ether) gave 1.80 g (yield 65%) of the desired product.

後処理

  1. temperatureThe mixture was refluxed for 5 hours
  2. customthe solvent was evaporated in vacuo and water
  3. additionwas added
  4. extractionThe mixture was extracted twice with dichloromethane
  5. dry with materialdried (sodium sulfate)
  6. filtrationfiltered
  7. customthe solvent was evaporated in vacuo
  8. customPurification by chromatography on silica gel

出典と根拠

ORDレコード
ord-f853f574df744b4687ed72b3aa9c0347
出典データセット
uspto-grants-2003_10
特許番号
US06630509B2

反応ノート

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