HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → 3-Triphenylmethyl-5-([4-[2-(4-methanesulfonyloxyphenyl)ethoxy]phenyl]methyl)oxazolidine-2,4-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 1,1'-(Azodicarbonyl)dipiperidine | HCID 73042 | — |
| Reactant | 5-(4-Hydroxybenzyl)-3-trityloxazolidine-2,4-dione | HCID 14913662 | — |
| Reactant | 4-(2-Hydroxyethyl)phenyl methanesulfonate | HCID 22988769 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-Triphenylmethyl-5-([4-[2-(4-methanesulfonyloxyphenyl)ethoxy]phenyl]methyl)oxazolidine-2,4-dione | HCID 21704990 | 53.3% |
Reaction Steps
0.28 g (0.623 mmole) 3-triphenylmethyl-5-([4-hydroxyphenyl]methyl)oxazolidine-2,4-dione was under argon atmosphere added to a cooled solution of 0.148 g (0.685 mmole) 2-[4-(methylsulfonyloxy)phenyl]-1-ethanol, 0.173 g (0.685 mmole) 1,1′-(azodicarbonyl)-dipiperidine and 0.18 g (0.685 mmole) triphenylphosphine in 6 ml dichloromethane. After stirring for 3 hours the reaction mixture was filtered and the crude product was purified by chromatography on silica gel using heptane:ethyl acetate (2:2) as eluent to give 0.215 g (yield 53%) of 3-triphenylmethyl-5-([4-[2-(4-methanesulfonyloxyphenyl)ethoxy]phenyl]methyl)oxazolidine-2,4-dione.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06288096B1 |
| Source dataset | uspto-grants-2001_09 |
| ORD ID | ord-c2422fb6f19945ae9a56404682df8ab8 |
| Source note | uspto-grants-2001_09 |