HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethylene Glycol → Ethyl 1,4-dioxa-8-azaspiro[4.6]undecane-8-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethylene Glycol | HCID 174 | — |
| Reactant | 1-Carbethoxyazepan-4-one | HCID 12666086 | — |
| Catalyst | p-Toluenesulfonic acid | HCID 6101 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Ethyl 1,4-dioxa-8-azaspiro[4.6]undecane-8-carboxylate | HCID 69282947 | 106.2% |
Reaction Steps
A mixture of ethyl hexahydro-4-oxoazepine-1-carboxylate (0.585 mol), 1,2-ethane-diol (0.585 mol) and p-toluenesulfonic acid (0.0058 mol) in toluene (800 ml) was stirred and refluxed overnight, using a water separator (10.5 ml was separated). The solvent was evaporated, yielding 142.5 g of ethyl 1,4-dioxa-8-azaspiro[4.6]undecane-8-carboxylate (intermediate 4).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07304052B2 |
| Source dataset | uspto-grants-2007_12 |
| ORD ID | ord-4b57ffa914894fe2b14cd67efb4f9d05 |
| Source note | uspto-grants-2007_12 |