HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → HCID 46831040, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | Ethyl 2-hydroxy-4-[(phenylmethyl)amino]bicyclo[2.2.2]octane-1-carboxylate | HCID 46831039 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 46831040 | HCID 46831040 | — |
Reaction Steps
To 4-(benzylamino)-2-hydroxybicyclo[2.2.2]octane-1-carboxylic acid ethyl ester (6.0 g, 19.8 mmol), there were added toluene (42.0 g), tetrahydrofuran (10.8 g) and triethylamine (4.0 g, 39.6 mmol) and then the resulting mixture was stirred. Methanesulfonyl chloride (2.9 g, 24.9 mmol) was added dropwise to the mixture, followed by the stirring thereof for one hour and 30 minutes. After quenching the reaction mixture with water, the resulting mixture was subjected to extraction procedures and the organic phase was quantitatively analyzed (according to the LC technique). As a result, the yield of the desired product was found to be 100% (the internal standard substance used was m-xylene).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08476470B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-5588399d70194e329514ba6a3af8e13e |
| Source note | uspto-grants-2013_07 |