HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclopropanecarboxaldehyde → HCID 11457694, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclopropanecarboxaldehyde | HCID 123114 | — |
| Reactant | Ammonium Acetate | HCID 517165 | — |
| Reactant | Monomethyl malonate | HCID 3801157 | — |
| Solvent | Benzene | HCID 241 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 11457694 | HCID 11457694 | 88% |
Reaction Steps
To a solution of monomethyl malonate (14.16 g, 1.2 eq based on the cyclopropanecarboxaldehyde) and ammonium acetate (0.3 g) in benzene (20 ml) was added dropwise a solution of cyclopropanecarboxaldehyde (7.1 g, 101.3 mmol) in pyridine (11 ml) at 0±5° C. After addition, the solution was refluxed to remove water outside. To the reaction mixture was added 1N hydrochloric acid to acidify. After separation, the aqueous layer was extracted with diisopropyl ether (70 ml) twice. The combined organic layer was concentrated under reduced pressure to give methyl cyclopropylacrylate (11.1 g, yield 88%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05955627 |
| Source dataset | uspto-grants-1999_09 |
| ORD ID | ord-47311248db07488c81fbddb0b8c772f3 |
| Source note | uspto-grants-1999_09 |