HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Chloride → HCID 118308685, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | ethyl 2-(1-methyl-1H-pyrazol-4-yl)-2-oxoacetate | HCID 47002973 | — |
| Reactant | HCID 178467822 | HCID 178467822 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 118308685 | HCID 118308685 | — |
Reaction Steps
Under an argon atmosphere, to a solution of 500 mg of ethyl (1-methyl-1H-pyrazol-4-yl)(oxo)acetate that had been cooled in a dry ice-acetone bath in 7.5 ml of THF was added 1.56 ml of a 3.0 M methyl magnesium bromide/diethyl ether solution, followed by stirring for 1 hour. To the reaction mixture was added a saturated aqueous ammonium chloride solution, followed by extraction with ethyl acetate. The organic layer was washed with a saturated aqueous sodium chloride solution and dried over anhydrous magnesium sulfate, and the solvent was then evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography to obtain 302 mg of ethyl 2-hydroxy-2-(1-methyl-1H-pyrazol-4-yl)propanoate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09278968B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-e5f4da5c04e240a18a0be4a11b6e794c |
| Source note | uspto-grants-2016_03 |