p-Toluenesulfonic acid → Methyl 2-hydroxy-3-(2-(N-propyl-N-benzenesulfonylamino)ethoxy)-3,3-diphenylpropionate

HRID 1635081ノート

反応式

HRID 1635081 の反応式
[CH2:1]([N:4]([CH2:14][CH2:15][OH:16])[S:5]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)(=[O:7])=[O:6])[CH2:2][CH3:3].[O:17]1[C:23]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH:18]1[C:19]([O:21][CH3:22])=[O:20].C1(C)C=CC(S(O)(=O)=O)=CC=1>C(Cl)Cl>[OH:17][CH:18]([C:23]([O:16][CH2:15][CH2:14][N:4]([CH2:1][CH2:2][CH3:3])[S:5]([C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)(=[O:7])=[O:6])([C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)[C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1)[C:19]([O:21][CH3:22])=[O:20]

参加物

5

反応物 3

HCID 6101p-Toluenesulfonic acidHCID 10587027Methyl 3,3-diphenyloxirane-2-carboxylateHCID 18675618N-Propyl-N-(2-hydroxyethyl)benzenesulfonamide

生成物 1

HCID 18675641Methyl 2-hydroxy-3-(2-(N-propyl-N-benzenesulfonylamino)ethoxy)-3,3-diphenylpropionate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

7.3 g (30 mmol) of N-propyl-N-(2-hydroxyethyl)benzenesulfonamide and 7.6 g (30 mmol) of methyl 2,3-epoxy-3,3-diphenylpropionate were dissolved in 40 ml of methylene chloride and, with ice-cooling, 0.57 g (3 mmol) of p-toluenesulfonic acid was added. The reaction mixture was stirred at room temperature for 24 hours and then diluted with methylene chloride and extracted with 2M aqueous sodium hydroxide solution, the organic phase was separated off and dried over sodium sulfate and the solvent was distilled off. The residue (12.0 g of an oil) was directly reacted further.

後処理

  1. temperaturecooling
  2. extractionextracted with 2M aqueous sodium hydroxide solution
  3. customthe organic phase was separated off
  4. dry with materialdried over sodium sulfate
  5. distillationthe solvent was distilled off
  6. customThe residue (12.0 g of an oil) was directly reacted further

出典と根拠

ORDレコード
ord-6d094d9e34f94aa0bd41ec1c7dc14af6
出典データセット
uspto-grants-2003_01
特許番号
US06509341B1

反応ノート

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