HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl ester → Ethyl 3-(4-bromo-3-fluorophenyl)prop-2-enoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl ester | HCID 70670 | — |
| Reactant | 4-Bromo-3-fluorobenzaldehyde | HCID 2783411 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Ethyl 3-(4-bromo-3-fluorophenyl)prop-2-enoate | HCID 67313932 | 87% |
Reaction Steps
To a solution of (carbethoxymethylene)-triphenylphosphorane (4.2 g, 12 mmol) in CH2Cl2 at 10 degrees Celsius was added 4-bromo-3-fluoro-benzaldehyde (2.3 g, 11.4 mmol) dropwise over 30 minutes. This mixture was stirred for another 45 minutes at room temperature until the starting material had been consumed, and then the solvent was removed in vacuo. The crude product was purified by column chromatography (PET:EtOAc=1:1) to get desired product (2.69 g, 87%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07977372B2 |
| Source dataset | uspto-grants-2011_07 |
| ORD ID | ord-f628c77220ae44e78ab8e36a40d741c2 |
| Source note | uspto-grants-2011_07 |