HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Prop-2-yn-1-yl benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Benzoyl chloride | HCID 7412 | — |
| Reactant | Propargyl alcohol | HCID 7859 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Product | Prop-2-yn-1-yl benzoate | HCID 336291 | — |
Reaction Steps
To a solution of prop-2-yn-1-ol (3.63 mL, 62.4 mmol), DCM (180 mL), and Et3N (17.40 mL, 125 mmol) at 0° C. were added benzoyl chloride (7.25 mL, 62.4 mmol) and DMAP (0.381 g, 3.12 mmol). The reaction was stirred while warming to room temperature overnight. The reaction was diluted with water and the layers separated. The aqueous was extracted with DCM and the combined organics were dried over Na2SO4, filtered, and concentrated to afford prop-2-yn-1-yl benzoate which was used in subsequent reactions without further purification. LC/MS m/z 161 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08796261B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-d977b2d89431403f8dfe35413140fc84 |
| Source note | uspto-grants-2014_08 |