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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1650120Generated: October 27, 2026

Nicotinic Acid → Iso-hexadecyl nicotinate

https://huagongshe.com/reaction/1650120

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNicotinic AcidHCID 938—
ReactantThionyl ChlorideHCID 24386—
Reactant14-Methyl-1-pentadecanolHCID 5283265—
ProductIso-hexadecyl nicotinateHCID 23053586—

Reaction Conditions

Temperature80 °C

Reaction Steps

Iso-hexadecyl nicotinate was prepared from nicotinic acid and a commercial material, iso-hexadecyl alcohol, obtained from Farbwerke Hoechst AG. The general method of Example 1 was used except that the temperature after thionyl chloride addition was maintained at 80° C. for 2 hours, and after the esterification reaction the solution was cooled and washed with 0.5M sodium hydroxide, 0.5M hydrochloric acid and water. The solution was treated with activated carbon (2.5% on the expected weight of product) at 50° C. for 1 hour, filtered and the solvent removed under reduced pressure. The light brown oil had an estimated purity of 93.4% and was distilled (boiling range 141°-146° C. at 0.03 mm mercury pressure) to provide a product of 99.8% estimated purity.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04923686
Source datasetuspto-grants-1990_05
ORD IDord-86d72f3bdef140eab872014c8d7dc739
Source noteuspto-grants-1990_05