HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl orthoformate → HCID 178500751, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl orthoformate | HCID 31214 | — |
| Reactant | 4-Bromo-3-fluoroaniline | HCID 821848 | — |
| Reactant | 3-Cyclopropyl-3-Oxopropionic Acid Methyl Ester | HCID 10130016 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 178500751 | HCID 178500751 | 85% |
Reaction Conditions
| Temperature | 140 °C |
|---|
Reaction Steps
A stirred mixture of methyl 3-cyclopropyl-3-oxopropanoate (3.49 g, 26.3 mmol), triethyl orthoformate (5.2 mL, 31.6 mmol), and 4-bromo-3-fluoroaniline (4.47 g, 26.0 mmol) was heated at 140° C. overnight with a Dean Stark trap. After this time the reaction was cooled to room temperature, diluted with methylene chloride and filtered through a pad of silica. The filtrate was concentrated to afford the desired product (7.5 g, 85%) as a light yellow solid: ESI MS m/z 343 [C14H13BrFNO3+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09120749B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-404bba82e9f145e2ba4879003fc45ceb |
| Source note | uspto-grants-2015_09 |