Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | 4-Methoxybenzoic Acid | HCID 7478 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | HCID 18401526 | HCID 18401526 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 9863371 | HCID 9863371 | — |
Reaction Steps
A mixture of 0.75 ml of a 0.05M solution of 3,5-dimethyl-6-(4-methoxyphenyl)-3,6-dihydro-2H-1,2-oxazine in dichloromethane, 0.5 ml of a 0.05M solution of 4-methoxybenzoic acid in dimethylformamide, and 0.5 ml of a 0.075M solution of N-ethyl-N′-dimethylaminopropyl-carbodiimide hydrochloroide in acetonitrile was stirred at ambient temperature for 18 h. Methanol (1 ml) was added with stirring and the mixture applied to a methanol washed 500 mg Isolute SCX cartridge (Jones Chromatography). The absorbent was then washed with methanol (2.5 ml) and the combined run through and washing concentrated to dryness using a centrifugal evaporator. The residue was dissolved in ethyl acetate (0.5 ml) and applied to a 100 mg Isolute SI cartridge (Jones Chromatography). Elution with ethyl acetate (2 ml) followed by removal of the solvent by centrifugal evaporation gave 3,5-dimethyl-2-(4-methoxybenzoyl)-6-(4-methoxyphenyl)-3,6-dihydro-2H-1,2-oxazine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06482824B1 |
|---|
| Source dataset | uspto-grants-2002_11 |
|---|
| ORD ID | ord-970a66eaa7ad4397af1a8905b8eef7db |
|---|
| Source note | uspto-grants-2002_11 |
|---|