HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → (Z)-methyl 3-(2-(3,4-difluorophenoxy)acetamido)but-2-enoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3,4-Difluorophenol | HCID 75927 | — |
| Reactant | Methyl 3-(2-bromoacetamido)crotonate | HCID 90023822 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | (Z)-methyl 3-(2-(3,4-difluorophenoxy)acetamido)but-2-enoate | HCID 90023321 | 59.6% |
Reaction Steps
To a suspension of K2CO3 (1.38 g, 10.0 mmol) in acetone (50 mL) were added 3,4-difluorophenol (0.78 g, 6.00 mmol) and (Z)-methyl-3-(2-bromoacetamido)but-2-enoate (1.18 g, 5.00 mmol) and the mixture was refluxed for 5 h. The mixture was cooled to rt and filtered and the filtrate was concentrated in vacuo. To the residue was added DCM (100 mL) and the mixture was washed with water (100 mL×2) and brine (100 mL), dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=5:1) to give the title compound as a white solid (0.85 g, 59%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09434695B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-ed3ce17cf6f94013ac2c4e9d743868d2 |
| Source note | uspto-grants-2016_09 |