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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1600971Generated: October 30, 2026

Oxalic Acid → HCID 67598368, compound

https://huagongshe.com/reaction/1600971

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalic AcidHCID 971—
ReactantSodium CarbonateHCID 10340—
Reactant(3-Chlorophenyl)boronic acidHCID 2734323—
ReactantHCID 57192129HCID 57192129—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
SolventDiethyl EtherHCID 3283—
ProductHCID 67598368HCID 67598368—

Reaction Conditions

Temperature100 °C

Reaction Steps

Prepared according to the method described in Example 33a) from toluene (5 ml), water (1 ml), (3S)-1-(4-bromophenyl)-5-(3-pyridyl)-3-pentanol (0.09 g), sodium carbonate (0.172 g), 3-chlorobenzeneboronic acid (0.05 g), ethanol (1 ml) and tetrakis(triphenylphosphine)palladium(0) (9 mg) with heating at 100° C. for 45 minutes. After work up the residue was purified by column chromatography over silica eluting with ethyl acetate to give an oil which was converted to the oxalate salt upon treatment with oxalic acid (excess) in ether to give the title compound as a solid (0.057 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05977105
Source datasetuspto-grants-1999_11
ORD IDord-1269d228a84d41068f1c6260234d8173
Source noteuspto-grants-1999_11