HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → ethyl 1-methyl-1H-imidazole-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl chloroformate | HCID 10928 | — |
| Reactant | 2-Methylimidazole | HCID 12749 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | ethyl 1-methyl-1H-imidazole-2-carboxylate | HCID 4261883 | 51% |
Reaction Conditions
| Temperature | -30 °C |
|---|
Reaction Steps
Triethyl amine (50 mL) is added to a solution of methyl imidazol (16.3 g, 199 mmol) in acetonitrile (100 mL), then it is cooled to −30° C. A solution of ethyl chloroformate (31 mL, 328 mmol) in acetonitrile (50 mL) is added slowly keeping the temperature bellow 10° C. The reaction mixture is concentrated and diluted in water and extracted with chloroform, dried with MgSO4 anh, filtered and evaporated. Recrystallisation from ether yields 1-Methyl-1H-imidazole-2-carboxylic acid ethyl ester as an orange oil (15.5 g, 51%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08362018B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-bebdb0b3cfac4872989acd5b1884f0a9 |
| Source note | uspto-grants-2013_01 |