Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Chlorzoxazone | HCID 2733 | — |
| Reactant | Tri-o-tolylphosphine | HCID 80271 | — |
| Reactant | tert-butyl N-(prop-2-en-1-yl)carbamate | HCID 4067274 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 53767114 | HCID 53767114 | — |
Reaction Steps
A mixture of chlorzoxazone, 3-(t-butoxycarbonylamino)-1-propene, palladium diacetate, tritolylphosphine, and acetonitrile is cooled to −78° C., degassed, and sealed in a reaction tube. The mixture is kept at 50° C. with stirring for 60 hours, then cooled and opened and the acetonitrile removed under vacuum. The residue is dissolved in ethyl acetate and washed successively with 5% aqueous NaHCO3 and brine. After drying over Mg2SO4, the mixture is filtered and evaporated. Silica gel chromatography gives 5-(3-(t-butoxycarbonylamino)-1-propenyl)-2-benzoxazolone.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06492562B1 |
|---|
| Source dataset | uspto-grants-2002_12 |
|---|
| ORD ID | ord-0cfa68b54f4045a2b12b1856665cbb71 |
|---|
| Source note | uspto-grants-2002_12 |
|---|
