HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → N-methoxy-N-propargyl-p-chlorobenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Propargyl bromide | HCID 7842 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-chloro-N-methoxybenzamide | HCID 12610570 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-methoxy-N-propargyl-p-chlorobenzamide | HCID 18935031 | 36.5% |
Reaction Steps
0.22 g of sodium hydride (60% in oil) was suspended in 10 ml of tetrahydrofuran, and 1.0 g of N-methoxy-p-chlorobenzamide and 0.68 g of propargyl bromide were added thereto in this order while being cooled with ice. The mixture was heat-refluxed for 8 hours. After completion of the reaction, water was added to the reaction solution, and the mixture was extracted with ethyl acetate. The extract was dried, concentrated and purified by silica gel column chromatography to obtain 0.44 g of N-methoxy-N-propargyl-p-chlorobenzamide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05733935 |
| Source dataset | uspto-grants-1998_03 |
| ORD ID | ord-70e031461ff64ee8941f84d430c91d71 |
| Source note | uspto-grants-1998_03 |