Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Butyn-1-ol | HCID 12991 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 11051825 | HCID 11051825 | 96% |
Reaction Steps
305 ml methanesulfonyl chloride was added dropwise to a solution of 138 g 2-butyn-1-ol and 683 ml triethylamine in 2.7 L methylene chloride under ice-cooling, and the mixture was stirred at 0° C. for 1 hour and 40 minutes. Ice was added to the reaction solution under ice-cooling, and this mixture was extracted with methylene chloride. The organic layer was successively washed with 1M aqueous hydrochloric acid, a saturated aqueous sodium bicarbonate solution and brine, and the organic layer was dried over magnesium sulfate. This organic layer was filtered and then the solvent was evaporated, to give a dark brown oil (280 g, 96%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06841549B1 |
|---|
| Source dataset | uspto-grants-2005_01 |
|---|
| ORD ID | ord-05ec5e9c766a4a9f9032375d112ebb51 |
|---|
| Source note | uspto-grants-2005_01 |
|---|