HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Toluenesulfonic acid → methyl 2-hydroxy-3-(N,N-dibutylcarbamoylmethoxy)-3,3-diphenylpropionate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Methyl 3,3-diphenyloxirane-2-carboxylate | HCID 10587027 | — |
| Reactant | N,N-Dibutyl-2-hydroxyacetamide | HCID 11008655 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | methyl 2-hydroxy-3-(N,N-dibutylcarbamoylmethoxy)-3,3-diphenylpropionate | HCID 18675624 | 45.7% |
Reaction Steps
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.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06509341B1 |
| Source dataset | uspto-grants-2003_01 |
| ORD ID | ord-e2e290b282f44aa7a353a227f68aaac6 |
| Source note | uspto-grants-2003_01 |