HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl acetoacetate → HCID 86714189, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl acetoacetate | HCID 7757 | — |
| Reactant | 2-Ethyl butylamine | HCID 12049 | — |
| Reactant | Methyl propiolate | HCID 13536 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 86714189 | HCID 86714189 | 57.9% |
Reaction Steps
A mixture of 2-ethyl-butylamine (4.5 g, 44.6 mmol) and 3-oxo-butyric acid methyl ester (5.8 mL, 53.5 mmol) in MeOH (170 mL) was refluxed for 2 h. Propynoic acid methyl ester (6 mL, 66.8 mmol) was added, and the resulting mixture was refluxed for 2 days. After cooling to r.t., the solvent was evaporated. The residue was purified by silica gel chromatography (0-30% EtOAc/hexanes) to give 7.32 g of the title compound as an orange oil. MS: (+) m/z 284.35 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08921389B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-a4d270fab985496b84d9b7d1f6ab92ad |
| Source note | uspto-grants-2014_12 |