HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 71655302, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Benzenesulfonic acid, 3-nitro-, (2S)-2-oxiranylmethyl ester | HCID 146490 | — |
| Reactant | HCID 57428728 | HCID 57428728 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 71655302 | HCID 71655302 | 79.7% |
Reaction Steps
A mixture of methyl 5-chloro-2-hydroxy-4-[(4-methoxybenzyl)oxy]benzoate (1.78 g, 5.5 mmol), (2S)-oxiran-2-ylmethyl 3-nitrobenzenesulfonate (1.43 g, 5.5 mmol) and cesiumcarbonate (2.15 g, 6.6 mmol) in NMP (15 mL) was stirred at room temperture overnight. Water was added to the mixture and it was then extracted with with ethyl acetate three times. The combined organinc layers was washed with water, dried over sodium sulphate and solvent was removed in vacuo. The residue was purified by silica gel flash chromatography (ethyl acetate/heptane 10-30%), (1.66 g, 79%) of the title compound was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07449475B2 |
| Source dataset | uspto-grants-2008_11 |
| ORD ID | ord-83122fd706f64cfbbd023305de101963 |
| Source note | uspto-grants-2008_11 |