HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Chloride → Ethyl (4-formyl-1H-pyrazol-1-yl)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | Ethyl bromoacetate | HCID 7748 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | 1H-pyrazole-4-carbaldehyde | HCID 5130673 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Ethyl (4-formyl-1H-pyrazol-1-yl)acetate | HCID 53491200 | 78% |
Reaction Steps
To a mixture of 1H-pyrazole-4-carbaldehyde (5.5 g) and ethyl bromoacetate (19.0 g) in dichloromethane (150 ml), was added 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) (10 ml) at 0° C. The resulting mixture was stirred at room temperature for 30 minutes, and the reaction was stopped by addition of a saturated aqueous sodium chloride solution. The products were extracted with ethyl acetate, and the extract was dried over anhydrous sodium sulfate. The solvent was evaporated in vacuo, and the residue was purified by chromatography on silica gel using a mixture of hexane and ethyl acetate (1:3) as the eluent to afford the title compound as a colourless oil (8.09 g, yield: 78%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07829580B2 |
| Source dataset | uspto-grants-2010_11 |
| ORD ID | ord-4c3294accec040ef917e4b2f2e23d813 |
| Source note | uspto-grants-2010_11 |