HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethyl 3-oxoglutarate → HCID 178499534, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethyl 3-oxoglutarate | HCID 74591 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 19083749 | HCID 19083749 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 178499534 | HCID 178499534 | 64.2% |
Reaction Steps
To a suspension of benzylamine dihydrochloride (1.000 g, 5.126 mmol, 1 equiv.) in anhydrous toluene (25 ml) were added successively diisopropylethylamine (1.32 ml, 10.252 mmol, 2 equiv) and dimethyl 3-oxopentanedioate (0.893 g, 5.126 mmol, 1 equiv.). The resulting mixture was heated at reflux for 18 h before being concentrated in vacuo. The resulting brown oil was purified by flash chromatography over SiO2 (CH2Cl2:MeOH, 97:3). 0.810 g of pure methyl(1-benzyl-5-hydroxy-1H-pyrazol-3-yl)acetate was obtained as a white solid. Yield 64%. MS (ESI+): 247.1; MS (ESI−): 245.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09006238B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-2de80d539bdb4387ac4215c0d054c2cf |
| Source note | uspto-grants-2015_04 |