HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → Methyl 2-(4,6-dimethoxypyrimidin-2-yl)oxyhexanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Hexanoic acid, 2-bromo-, methyl ester | HCID 95578 | — |
| Reactant | HCID 178493557 | HCID 178493557 | — |
| Solvent | Water | HCID 962 | — |
| Product | Methyl 2-(4,6-dimethoxypyrimidin-2-yl)oxyhexanoate | HCID 15070278 | 73.7% |
Reaction Steps
3.5 g of 2-hydroxy-4,6-dimethoxypyrimidine, 4.7 g of methyl 2-bromohexanoate, 50 ml of N,N-dimethylformamide and 3.3 g of anhydrous potassium carbonate were stirred at a temperature of from 85° to 90° C. for 3 hours. The reaction mixture was cooled to room temperature and then diluted with water. This aqueous mixture was extracted with ethyl ether. The ethyl ether extract was washed with water and dried. Then, ethyl ether was removed by distillation under reduced pressure to obtain a slightly yellow oily substance. The slightly yellow oily substance was purified by silica gel column chromatography (eluent: hexane/ethyl acetate =6/1) to obtain 4.7 g of the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04968340 |
| Source dataset | uspto-grants-1990_11 |
| ORD ID | ord-852c88e170454d11a6857fbf0d58e048 |
| Source note | uspto-grants-1990_11 |