HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → HCID 59006379, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Phosgene | HCID 6371 | — |
| Reactant | Aminoacetaldehyde dimethyl acetal | HCID 89728 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 4-Amino-1-Boc-piperidine | HCID 1268291 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59006379 | HCID 59006379 | 96% |
Reaction Steps
4-Amino-1-Boc-piperidine (1.02 g, 5.09 mmol) was dissolved in dichloromethane (25 mL). Aqueous sodium bicarbonate solution was added to the mixture followed by 20% phosgene in toluene (3.2 mL, 6.08 mmol). Mixture stirred vigorously at room temperature for 45 minutes. Aminoacetaldehyde dimethyl acetal (760 μl, 6.98 mmol) was added to the mixture. Reaction stirred vigorously at room temperature for 30 minutes. Reaction layers were partitioned. Aqueous layer was back extracted with dichloromethane and the aqueous phase was discarded. Organic phases were combined. Mixture was dried MgSO4, filtered and then concentrated to dryness. Title compound was obtained as pale yellow oil in 96% yield. MS (M−H)−=330.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07470680B2 |
| Source dataset | uspto-grants-2008_12 |
| ORD ID | ord-c0a3ed39d1db41a29bbe1f74a50544c6 |
| Source note | uspto-grants-2008_12 |