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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 929323Generated: October 30, 2026

Octanoic Acid → HCID 131735117, compound

https://huagongshe.com/reaction/929323

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOctanoic AcidHCID 379—
ReactantIsosorbideHCID 12597—
CatalystSodium HydroxideHCID 14798—
SolventWaterHCID 962—
ProductHCID 131735117HCID 131735117—

Reaction Conditions

Temperature180 °C

Reaction Steps

In a stirred apparatus with distillation head, 190.0 g (1.3 mol) of isosorbide (“Sorbon” from Ecogreen Oleochemicals) and 187.5 g (1.3 mol) of octanoic acid (caprylic acid) are initially charged at 80° C. together with 0.38 g of aqueous sodium hydroxide solution (18% by weight strength, aqueous) as catalyst. With stirring and under a flow of nitrogen (10-12 liters per hour), the reaction mixture is initially heated to 180° C., where the water of reaction begins to distill off. The reaction is then heated to 190° C. over a period of 1 hour and to 210° C. over a further 2 hours. After 210° C. is reached, the esterification is continued until an acid value of <1 mg KOH/g is reached. This gives 345.7 g of amber isosorbide caprylate (97% of theory). The pH (5% by weight in ethanol/water 1:1) is 5.9. The pH was measured according to DIN EN 1262.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09295626B2
Source datasetuspto-grants-2016_03
ORD IDord-5233d60cd53249d9b7722a31a033a8b5
Source noteuspto-grants-2016_03