HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → 1-(tert-Butoxycarbonyl)-4-[2-(3-methylureido)phenoxymethyl]piperidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Methyl Isocyanate | HCID 12228 | — |
| Reactant | Azane;hydrate | HCID 12896473 | — |
| Reactant | tert-Butyl 4-[(2-aminophenoxy)methyl]piperidine-1-carboxylate | HCID 22248383 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-(tert-Butoxycarbonyl)-4-[2-(3-methylureido)phenoxymethyl]piperidine | HCID 22248117 | 99% |
Reaction Steps
After dissolving 400 mg of 1-(tert-butoxycarbonyl)-4-(2-aminophenoxymethyl)piperidine in 10 ml of tetrahydrofuran, 458 mg of methyl isocyanate was added and the mixture was stirred overnight at room temperature. Ammonia water was added to the reaction solution and extraction was performed with ethyl acetate. The organic layer was washed with water and saturated brine and dried over anhydrous magnesium sulfate, and then filtered with NH silica gel. The solvent was distilled off under reduced pressure to obtain the title compound (469 mg, 99% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07915274B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-46df5eaf7d9a44998ad5290e09a99565 |
| Source note | uspto-grants-2011_03 |