p-Toluenesulfonic acid → methyl 2-hydroxy-3-(N,N-dibutylcarbamoylmethoxy)-3,3-diphenylpropionate

HRID 1635078ノート

反応式

HRID 1635078 の反応式
[CH2:1]([N:5]([CH2:10][CH2:11][CH2:12][CH3:13])[C:6](=[O:9])[CH2:7][OH:8])[CH2:2][CH2:3][CH3:4].[O:14]1[C:20]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH:15]1[C:16]([O:18][CH3:19])=[O:17].C1(C)C=CC(S(O)(=O)=O)=CC=1.C(=O)(O)[O-].[Na+]>C(Cl)Cl>[OH:14][CH:15]([C:20]([O:8][CH2:7][C:6](=[O:9])[N:5]([CH2:10][CH2:11][CH2:12][CH3:13])[CH2:1][CH2:2][CH2:3][CH3:4])([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)[C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1)[C:16]([O:18][CH3:19])=[O:17]

参加物

6

反応物 4

HCID 6101p-Toluenesulfonic acidHCID 516892Sodium BicarbonateHCID 10587027Methyl 3,3-diphenyloxirane-2-carboxylateHCID 11008655N,N-Dibutyl-2-hydroxyacetamide

生成物 1

HCID 18675624methyl 2-hydroxy-3-(N,N-dibutylcarbamoylmethoxy)-3,3-diphenylpropionate収率 45.7%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

1.3 g of N,N-di-n-butyl-2-hydroxyacetamide and 1.8 g of methyl 2,3-epoxy-3,3-diphenylpropionate were dissolved in 30 ml of methylene chloride and, while cooling in ice, a catalytic amount of p-toluenesulfonic acid was added. The mixture was stirred at room temperature for 24 hours and then added to sodium bicarbonate solution, the organic phase was separated off and dried over magnesium sulfate, and the solvent was distilled off. The residue was purified by chromatography, and 1.4 g of an oil were isolated and were immediately reacted further.

後処理

  1. temperaturewhile cooling in ice
  2. customthe organic phase was separated off
  3. dry with materialdried over magnesium sulfate
  4. distillationthe solvent was distilled off
  5. customThe residue was purified by chromatography

出典と根拠

ORDレコード
ord-e2e290b282f44aa7a353a227f68aaac6
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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