HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 6-[2-(2-methoxy-ethoxy)-phenyl]-2-methyl-3H-pyrimidin-4-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Acetamidine monohydrochloride | HCID 67170 | — |
| Reactant | 3-[2-(2-Methoxy-ethoxy)-phenyl]-3-oxo-propionic acid ethyl ester | HCID 58550520 | — |
| Reactant | HCID 178418922 | HCID 178418922 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Product | 6-[2-(2-methoxy-ethoxy)-phenyl]-2-methyl-3H-pyrimidin-4-one | HCID 136127574 | 67% |
Reaction Steps
To a solution of 3-[2-(2-methoxy-ethoxy)-phenyl]-3-oxo-propionic acid ethyl ester (0.26 g, 0.98 mmol) in absolute ethanol (10 mL) was added acetamidine hydrochloride (0.3 g, 3.19 mmol) and tBuOK (0.5 g, 4.46 mmol). The reaction mixture refluxed 12 h. After cooling, a mixture poured into water (10 mL), adjusted to pH 3 with 10% HCl and extracted with CHCl3 (3×20 mL). Organic layers were combined, washed with water (10 mL), then dried over anhydrous sodium sulfate, concentrated and triturated with hexane to obtained 0.17 g (67%) 6-[2-(2-methoxy-ethoxy)-phenyl]-2-methyl-3H-pyrimidin-4-one as a white powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08507498B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-1f799b78f4b544bd851c4fac63e8462d |
| Source note | uspto-grants-2013_08 |