HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyanomethylenetributylphosphorane → 4-(4-(2-Nitrobenzenesulfonyl)morpholin-2-yl)phenyl 2-nitrobenzenesulfonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyanomethylenetributylphosphorane | HCID 4622928 | — |
| Reactant | 4-(1-Hydroxy-2-(N-(2-hydroxyethyl)-2-nitrophenylsulfonamido)ethyl)phenyl 2-nitrobenzenesulfonate | HCID 86631212 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 4-(4-(2-Nitrobenzenesulfonyl)morpholin-2-yl)phenyl 2-nitrobenzenesulfonate | HCID 86631213 | 54% |
Reaction Steps
A 1 M toluene solution of 5.87 ml (5.87 mmol) of (cyanomethylene)tributylphosphorane was added to a solution of 2.22 g (3.91 mmol) of the title compound produced in step (ii) of Reference Example 12 in toluene (55.0 ml), and the mixture was stirred with heating under reflux for 1 hr 20 min. The reaction solution was then cooled to room temperature, and the solvent was removed under the reduced pressure. The residue was purified by column chromatography on silica gel (hexane:ethyl acetate=2:1) to give 1.16 g (yield 54%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07871982B2 |
| Source dataset | uspto-grants-2011_01 |
| ORD ID | ord-5f62198bd3354a0a933cb06db3cebddb |
| Source note | uspto-grants-2011_01 |