HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chloromethyl Methyl Ether → HCID 58223402, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chloromethyl Methyl Ether | HCID 7864 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Ethyl 3,5-dibromo-1H-pyrazole-4-carboxylate | HCID 24799525 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 58223402 | HCID 58223402 | — |
Reaction Steps
To a tetrahydrofuran (262 mL) solution of ethyl 3,5-dibromo-1H-pyrazole-4-carboxylate (20.93 g, 703 mmol) was added N,N-diisopropylethylamine (24.5 mL, 141 mmol), and chloromethyl methyl ether (6.42 mL, 84.3 mmol) was added dropwise while cooling on ice, and stirred at room temperature for one hour. After the reaction was completed, water was added while cooling on ice, the reaction mixture was extracted with ethyl acetate, the organic layer was dried over magnesium sulfate, and then the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (n-heptane/ethyl acetate=3/1) to obtain the title compound (23.4 g, 68.5 mmol).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08530504B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-2f528e5a89ec40e986b57e3e89669edc |
| Source note | uspto-grants-2013_09 |