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

HRID 1635078노트

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HRID 1635078 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-e2e290b282f44aa7a353a227f68aaac6
출처 데이터셋
uspto-grants-2003_01
특허 번호
US06509341B1

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