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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1656321Generated: October 30, 2026

Benzyl Alcohol → 6-Butyl-4-benzyloxycarbonyl-2-oxo-1,2-dihydropyridine

https://huagongshe.com/reaction/1656321

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl AlcoholHCID 244—
ReactantTriethylamineHCID 8471—
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant6-Butyl-2-oxo-1,2-dihydro-isonicotinic acidHCID 54090342—
ReactantHCID 178418300HCID 178418300—
SolventDimethylformamideHCID 6228—
Product6-Butyl-4-benzyloxycarbonyl-2-oxo-1,2-dihydropyridineHCID 23352098—

Reaction Conditions

Temperature0 °C

Reaction Steps

13.3 g (123 mmol) of benzyl alcohol and 4.7 g (31 mmol) of hydroxybenzotriazole are added to a solution of 6.0 g (31 mmol) of 6-butyl-2-oxo-1,2-dihydro-isonicotinic acid in 100 ml of DMF. The resulting clear solution is cooled to 0° C., followed by the addition of 7.0 g (34 mmol) of dicyclohexylcarbodiimide and 4.2 ml (31 mmol) of triethylamine. The mixture is allowed to thaw to 20° C., stirred for a further 2 hours and subjected to aqueous work-up. 6.8 g (77% of theory) of the title compound are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05254543
Source datasetuspto-grants-1993_10
ORD IDord-d8b0214fca9047b49fd39cb9f218dc11
Source noteuspto-grants-1993_10