HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Iodide → 6-Hydroxymethyl-4-(3-methoxypropyl)-4H-benzo[1,4]oxazin-3-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | 1-Chloro-3-methoxypropane | HCID 118927 | — |
| Reactant | Potassium Fluoride | HCID 522689 | — |
| Reactant | 6-(Hydroxymethyl)-2H-1,4-benzoxazin-3(4H)-one | HCID 18452443 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 6-Hydroxymethyl-4-(3-methoxypropyl)-4H-benzo[1,4]oxazin-3-one | HCID 53401196 | — |
Reaction Steps
The suspension of 1.79 g of 6-hydroxymethyl-4H-benzo[1,4]oxazin-3-one, 2.20 ml of 1-chloro-3-methoxypropane, 10 g of KF on alumina and 0.033 g of potassium iodide in 150 ml of acetonitrile is stirred at reflux over 72 hours. The reaction mixture is cooled and clarified by filtration, and the filtrate is concentrated by evaporation to dryness. The title compound is obtained from the residue by means of flash chromatography (SiO2 60F). Rf=0.60 (9:1 dichloromethane-methanol); Rt=2.74.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07842688B2 |
| Source dataset | uspto-grants-2010_11 |
| ORD ID | ord-ed9ea226cd91485589dd5e0a586e29fe |
| Source note | uspto-grants-2010_11 |