HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl cyanoacetate → Methyl 1-cyanocyclopropane-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl cyanoacetate | HCID 7747 | — |
| Reactant | 1,2-Dibromoethane | HCID 7839 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 1-cyanocyclopropane-1-carboxylate | HCID 353030 | 69.4% |
Reaction Steps
To a mixture of methyl cyanoacetate (21.6 ml, 244.0 mmol) and potassium carbonate (52.9 g, 383.0 mmol) in N,N-dimethylformamide (200 ml) was added 1,2-dibromoethane (15.0 ml, 174.0 mmol). The reaction mixture was stirred at room temperature for 16 h and then filtered. The filtrate was partitioned between diethyl ether and brine and the organic phase was separated, washed with brine, dried (MgSO4) and concentrated in vacuo to give the title compound (15.1 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07645786B2 |
| Source dataset | uspto-grants-2010_01 |
| ORD ID | ord-eb744d14a6324233a5148e7b0f260805 |
| Source note | uspto-grants-2010_01 |