HuagongsheHuagongshe Chemistry Print Report · For research reference only
Oxalyl chloride → (3R)-Quinuclidine-3-carbonyl chloride hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | (3R)-1-azabicyclo[2.2.2]octane-3-carboxylic acid | HCID 1380958 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | (3R)-Quinuclidine-3-carbonyl chloride hydrochloride | HCID 57462844 | — |
Reaction Steps
8.18 g (64.43 mmol) of oxalyl chloride are added dropwise to a solution of 2.0 g (12.89 mmol) of (R)-1-azabicyclo[2.2.2]octane-3-carboxylic acid (Example 3A) in 10 ml of toluene. After stirring at room temperature for 18 h, the reaction mixture is concentrated in vacuo and codistilled with toluene twice. Drying under high vacuum results in 2.31 g (85.2% of theory) of the title compound, which is reacted further without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08691840B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-c739adf40c884835af484faa78f6dc8e |
| Source note | uspto-grants-2014_04 |