HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethyl Sulfate → HCID 53945577, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethyl Sulfate | HCID 6497 | — |
| Reactant | 1,2-Dimethoxyethane | HCID 8071 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 53760831 | HCID 53760831 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | 2,2'-Azanediyldiacetaldehyde | HCID 20268664 | — |
| Product | HCID 53945577 | HCID 53945577 | 74% |
Reaction Steps
A solution of methyl 4-(3-isopropylphenoxy)-6-methoxy-2-methyl-pyrimidin-5-yl-acetate (8.6 g, 26 mol) in 1,2-dimethoxyethane (20 ml) and N,N-diformylmethylamine (8 ml) is added at 5° C. to a suspension of NaH (1.6 g, 80% in oil, 52 mol) in DMF (30 ml). The mixture is stirred for 4 hours at room temperature. Dimethylsulfate (3.7 ml, 39 tool) is added at 0° C and stirring is continued for 3 hours. Dilution with ether, washing with brine and chromatography on silicagel (eluent hexane/ethyl acetate 3:1) gives methyl α-[4-(3-isopropylphenoxy )-6-methoxy-2-methyl-pyrimidin-5-yl]-β-methoxyacrylate as a colorless oil (7.2 g, 74%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05547919 |
| Source dataset | uspto-grants-1996_08 |
| ORD ID | ord-79c889278eec4ecaa09e7225ebd5f2c0 |
| Source note | uspto-grants-1996_08 |