HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tributylphosphine → HCID 19752431, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tributylphosphine | HCID 13831 | — |
| Reactant | 2',4'-Dihydroxy-3'-propylacetophenone | HCID 2775198 | — |
| Reactant | Methyl 6-(hydroxymethyl)picolinate | HCID 11513809 | — |
| Reactant | Diethyldiazodicarboxylate | HCID 14357405 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 19752431 | HCID 19752431 | 83.2% |
Reaction Steps
Combine 6-hydroxymethyl-pyridine-2-carboxylic acid methyl ester (2.20 g, 13.2 mmol), 1-(2,4-dihydroxy-3-propyl-phenyl)-ethanone (2.56 g, 13.2 mmol), and tri-n-butylphosphine (3.94 mL, 15.8 mmol) in THF (45 mL). Add diethyl diazodicarboxylate (3.98 g, 15.8 mmol). After 12 hours at ambient temperature, add diethyl ether (white precipitate forms) and filter, collect liquid and remove solvents under reduced pressure. Purify residue by flash chromatography eluting with 3:7 hexane:ethyl acetate to obtain the title compound as a white solid (3.769 g, 10.98 mmol): mass spectrum (m/e): 344 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07678794B2 |
| Source dataset | uspto-grants-2010_03 |
| ORD ID | ord-074d67d40826462593ba9691cdcd6130 |
| Source note | uspto-grants-2010_03 |