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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2244027Generated: November 1, 2026

Tributylphosphine → HCID 19752431, compound

https://huagongshe.com/reaction/2244027

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributylphosphineHCID 13831—
Reactant2',4'-Dihydroxy-3'-propylacetophenoneHCID 2775198—
ReactantMethyl 6-(hydroxymethyl)picolinateHCID 11513809—
ReactantDiethyldiazodicarboxylateHCID 14357405—
SolventDiethyl EtherHCID 3283—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductHCID 19752431HCID 1975243183.2%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07678794B2
Source datasetuspto-grants-2010_03
ORD IDord-074d67d40826462593ba9691cdcd6130
Source noteuspto-grants-2010_03