HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 865916Generated: October 26, 2026
Lithium Chloride → 2,2-Dimethyl-5-(6-methoxypyridin-2-yl)-4H-(1,3)benzodioxin-4-one
https://huagongshe.com/reaction/865916
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Lithium Chloride | HCID 433294 | — |
| Reactant | 2-Methoxy-6-(tributylstannyl)pyridine | HCID 10524891 | — |
| Reactant | 2,2-Dimethyl-4-oxo-4H-benzo[D][1,3]dioxin-5-YL trifluoromethanesulfonate | HCID 10892748 | — |
| Catalyst | 2,6-Di-tert-butyl-4-methylphenol | HCID 31404 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 2,2-Dimethyl-5-(6-methoxypyridin-2-yl)-4H-(1,3)benzodioxin-4-one | HCID 15279416 | 95.5% |
Reaction Steps
10.9 g of 2,2-dimethyl-5-trifluoromethylsulfonyloxy-4H-(1,3)-benzodioxin-4-one, 16.0 g of 6-methoxy-2-tributylstannylpyridine, 4.25 g of lithium chloride, 0.78 g of tetrakistriphenylphosphinepalladium0 and 40 mg of 2,6-di-t-butyl-4-methylphenol are dissolved in 120 ml of dioxane and the mixture is stirred for 4 h at 140° C. in an autoclave. It is concentrated in vacuo and the product is chromatographed on silica gel 60 using ethyl acetate/toluene. 9.1 g (95%) of a solid of m.p. 130°-132° C. are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05569640 |
|---|
| Source dataset | uspto-grants-1996_10 |
|---|
| ORD ID | ord-d4881b21e4ca44259d6a1451eace127a |
|---|
| Source note | uspto-grants-1996_10 |
|---|
