HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → N-(2,4-difluorobenzyl)-N-heptyl-2-[4-(2-hydroxyethyl)-2-methoxyphenoxy]acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Homovanillyl alcohol | HCID 16928 | — |
| Reactant | 2-Bromo-N-(2,4-difluorobenzyl)-N-heptylacetamide | HCID 69260215 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | N-(2,4-difluorobenzyl)-N-heptyl-2-[4-(2-hydroxyethyl)-2-methoxyphenoxy]acetamide | HCID 69258529 | 79% |
Reaction Steps
2-Bromo-N-(2,4-difluorobenzyl)-N-heptylacetamide (135 mg, 0.373 mmol), homovanillyl alcohol (63 mg, 0.373 mmol) and potassium carbonate anhydrous (77 mg, 0.559 mmol) were mixed in acetonitrile (10 ml). The mixture was heated to reflux for 4 hours and then evaporated to dryness. The residue (with additional DCM, 1 ml×2) was loaded onto a column (ISOLUTE® SI, 1 g/6 ml). It was eluted with DCM and then MeOH/DCM (0.5:99.5, then 1:99). The product fractions were combined and evaporated Oil product 132 mg was obtained yield 79%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07351858B2 |
| Source dataset | uspto-grants-2008_04 |
| ORD ID | ord-b130aecfd7b4448ea91286d0dd636d55 |
| Source note | uspto-grants-2008_04 |