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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 841149Generated: October 25, 2026

Dicyclohexylcarbodiimide → 4-Oxo-decanoic acid 3,7-dimethyl-oct-2,6-dienyl ester

https://huagongshe.com/reaction/841149

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant4-PyrrolidinopyridineHCID 75567—
Reactant4-Oxo capric acidHCID 538647—
ReactantGeraniolHCID 637566—
SolventDichloromethaneHCID 6344—
Product4-Oxo-decanoic acid 3,7-dimethyl-oct-2,6-dienyl esterHCID 53970489218.8%

Reaction Steps

A solution of 5.2 g 4-oxo-decanoic acid, 13.5 g geraniol, 17.5 g N,N′-dicyclohexyl-carbodiimide and 1.0 g 4-pyrrolidinopyridine in 250 ml of dichloromethane was stirred for 24 hours at room temperature. The precipitate was filtered off, the filtrate was diluted with ether, washed with aqueous hydrochloric acid, saturated NaHCO3 and brine. The organic phase was dried, filtered and evaporated to dryness. The resulting oil-cristall mixture was purified by chromatography to yield 19.7 g of a colourless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06369248B1
Source datasetuspto-grants-2002_04
ORD IDord-a7d181d12292442e96cf23e8a9f9a07b
Source noteuspto-grants-2002_04