HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Hydroxyacetophenone → Methyl 4-(3-acetylphenoxy)-6-methoxy-pyrimidin-5-yl-acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Hydroxyacetophenone | HCID 8487 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 18-Crown-6 | HCID 28557 | — |
| Reactant | Methyl 2-(4-chloro-6-methoxypyrimidin-5-yl)acetate | HCID 54047637 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 4-(3-acetylphenoxy)-6-methoxy-pyrimidin-5-yl-acetate | HCID 53697352 | 90.1% |
Reaction Steps
A mixture of methyl 4-chloro-6-methoxy-pyrimidin-5-yl-acetate (21.7 g, 100 mmol), 3-hydroxyacetophenone (13.6 g, 100 mmol), potassium carbonate (20.7 g, 150 mmol) and a catalytic amount of 18-crown-6 in dimethylformamide (50 ml) is heated to +120° C. for 1 hour. Addition of crushed ice, filtration and drying gives the methyl 4-(3-acetylphenoxy)-6-methoxy-pyrimidin-5-yl-acetate (28.5 g) having a m.p. of 65°-67° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05783580 |
| Source dataset | uspto-grants-1998_07 |
| ORD ID | ord-ab7a09881fff4928a658579598da3410 |
| Source note | uspto-grants-1998_07 |