HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → N-Acetyl-3,4-bis(heptyloxy)-N-(2-pyridinylmethyl)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | N-(pyridin-2-ylmethyl)acetamide | HCID 5084090 | — |
| Reactant | 3,4-Bis(heptyloxy)benzoyl chloride | HCID 19015186 | — |
| Solvent | Water | HCID 962 | — |
| Product | N-Acetyl-3,4-bis(heptyloxy)-N-(2-pyridinylmethyl)benzamide | HCID 10367999 | 44.8% |
Reaction Steps
The title compound is prepared by the procedure of Example 27 using 5.0 g of product from Example 111, 0.683 g of washed 50% sodium hydride, 2.14 g of product from Example 12 and 100 ml of dry tetrahydrofuran. The reaction is stirred at room temperature for 1 hour, heated at reflux temperature for 18 hours and cooled to room temperature. The mixture is poured into water, extracted with chloroform and concentrated in vacuo. The residue is purified by column chromatography (silica gel: 15-30% ethyl acetate/hexane) to give 2.93 g of the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05208247 |
| Source dataset | uspto-grants-1993_05 |
| ORD ID | ord-0bd7858628244defa554613b343fb739 |
| Source note | uspto-grants-1993_05 |