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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 920946Generated: October 31, 2026

Acetic Acid → HCID 86683163, compound

https://huagongshe.com/reaction/920946

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantEthyl AcetateHCID 8857—
ReactantDiisobutylaluminumhydrideHCID 21225700—
Reactant3,4-Pyridinedicarboxylic acid, 5-chloro-, 3,4-diethyl esterHCID 86683164—
SolventTolueneHCID 1140—
SolventHexaneHCID 8058—
ProductHCID 86683163HCID 86683163100.3%

Reaction Steps

To a solution of diethyl 5-chloropyridine-3,4-dicarboxylate (2.43 g, 9.43 mmol) in 100 mL of toluene was added diisobutylaluminiumhydride (2.68 g, 18.86 mL, 1 molar) in hexane at −70° C. The reaction mixture was stirred for 2 h at this temperature. The reaction mixture was poured into an 5% aqueous acetic acid solution followed by the addition of EA. The phases were separated and the organic phase was washed with aq. NaHCO3 solution. The organic phase was dried and concentrated to give 2.02 g (100%) of the title compound as brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09273068B2
Source datasetuspto-grants-2016_03
ORD IDord-9b8b3a86d3dd4f55a8c32bf62028e73a
Source noteuspto-grants-2016_03