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
A stirred suspension of 1.79 g of 6-hydroxymethyl-4H-benzo[1,4]oxazin-3-one, 2.20 ml of 1-chlor-3-methoxypropane, 10 g of potassium fluoride on aluminium oxide and 0.033 g potassium iodide in 150 ml of acetonitrile is heated to reflux for 72 hours. The reaction mixture is allowed to cool to room temperature, filtered and concentrated under reduced pressure. The residue is purified by flash chromatography (SiO2 60 F) to afford the title compound. Rf=0.60 (dichlormethane-methanol 9:1); Rt=2.74.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07687495B2 |
| Source dataset | uspto-grants-2010_03 |
| ORD ID | ord-6bed7fb5614b44d383bb869626dc1b8e |
| Source note | uspto-grants-2010_03 |