HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 66726901, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 12937951 | HCID 12937951 | — |
| Reactant | HCID 86644730 | HCID 86644730 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Ethylacetate heptane | HCID 21899848 | — |
| Product | HCID 66726901 | HCID 66726901 | — |
Reaction Steps
Methanesulfonic acid (R)-7-nitro-2,3-dihydro-benzo[1,4]dioxin-2-ylmethyl ester (0.98 mmol, 0.28 g) was dissolved in the mixture of DMF (2.8 ml) and acetonitrile (2.8 ml). NaHCO3 (2.92 mmol, 0.25 g) and (R*)-3-(piperidin-3-yl)phenol hydrochloride was added. The mixture was refluxed 4 h and after cooling water (15 ml) was added. The water phase was extracted twice with ethyl acetate and washed with water and brine. Evaporation to dryness gave 0.36 g of the crude product. Flash chromatography, using heptane/EtOAc as eluent and crystallisation (CHCl3) gave 83 mg of the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08492549B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-0fd44bb9bb8341f69dc67a8f001cf456 |
| Source note | uspto-grants-2013_07 |