HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetyl chloride → HCID 67606271, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (R)-Quinuclidin-3-yl 2-amino-2-phenylacetate dihydrochloride | HCID 67425463 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67606271 | HCID 67606271 | 100% |
Reaction Steps
To a suspension of (R)-quinuclidin-3-yl 2-amino-2-phenylacetate dihydrochloride (I25) (140 mg, 0.42 mmol) in DCM (10 ml), were sequentially added triethylamine (175 μl, 1.26 mmol) and acetyl chloride (35.8 μl, 0.50 mmol). The reaction was stirred at RT for 2 hours, and then the solvent was evaporated. The residue was taken up with little EtOAc, and the insoluble was filtered off. The organic phase was evaporated to dryness achieving (R)-quinuclidin-3-yl 2-acetamido-2-phenylacetate (127 mg; quantitative yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08772314B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-a71cd5be250045358b4e03937065d39b |
| Source note | uspto-grants-2014_07 |