HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phosphorus oxychloride → Ethyl 3-(4-Chloro-2,6-dimethylpyrimidin-5-yl)propionate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | 3-(4-Hydroxy-2,6-dimethyl-pyrimidin-5-yl)-propionic acid ethyl ester | HCID 135967987 | — |
| Catalyst | N,N-Dimethylaniline | HCID 949 | — |
| Product | Ethyl 3-(4-Chloro-2,6-dimethylpyrimidin-5-yl)propionate | HCID 14916837 | 72% |
Reaction Steps
A mixture of ethyl 3-(2,6-dimethyl-3H-pyrimidin-4-on-5-yl)propionate (3.87 g, 0.017 mol), phosphorus oxychloride (40 mL), and N,N-dimethylaniline (10 drops) was heated under reflux for 2 h. The mixture was concentrated, cooled, and ice water was added. Solid KOH was added to bring the pH to 6 and the mixture was extracted with ether. The extracts were dried (MgSO4) and concentrated to give 2.95 g (72%) of product as a brown oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05149699 |
| Source dataset | uspto-grants-1992_09 |
| ORD ID | ord-71bd02bd9bb64052b97b155d23f72207 |
| Source note | uspto-grants-1992_09 |