HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetyl chloride → HCID 58313107, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Ethyl 8-oxa-1-azaspiro[4.5]decane-2-carboxylate | HCID 58313084 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 58313107 | HCID 58313107 | 58.4% |
Reaction Steps
To a solution of ethyl 8-oxa-1-azaspiro[4.5]decane-2-carboxylate (166) (135 mg, 0.63 mmol) in anhydrous dichloromethane (2 mL) was added Hunig's base (0.22 mL, 1.3 mmol) followed by acetyl chloride (0.05 mL, 0.76 mmol) and the reaction stirred at room temperature under nitrogen for 1.5 h. The reaction was diluted with dichloromethane and washed with 0.1 N HCl and the organic layer dried over MgSO4 and concentrated in vacuo. The residue was purified by silica gel chromatography eluting with 60-100% hexanes/EtOAc to afford the title compound as a yellow oil (94 mg, 58% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08853416B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-ca55592df88b4d478bc6adfb70780bda |
| Source note | uspto-grants-2014_10 |