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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 534281Generated: October 25, 2026

Methanesulfonic Acid → Methyl Ricinoleate

https://huagongshe.com/reaction/534281

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanesulfonic AcidHCID 6395—
Reactantalpha,alpha'-Di-tert-butylphosphino-o-xyleneHCID 16690250—
ReactantRicinoleateHCID 25630959—
Catalystpalladium(II) acetateHCID 167845—
SolventMethanolHCID 887—
ProductMethyl RicinoleateHCID 5354133—

Reaction Conditions

Temperature65 °C

Reaction Steps

In a second experiment, Pd(OAc)2 (6.5 mg, 0.029 mmol) and α,α′-di-tert-butylphosphino-o-xylene (59 mg, 0.15 mmol) were dissolved in 30 mL of dry methanol. Subsequently, methanesulfonic acid (20 μL, 0.3 mmol) and ricinoleate (290 mmol). The reaction was allowed to proceed at reflux (i.e. at a temperature of around 65° C.) for 24 h (conv. 80%), and then an identical amount of freshly prepared catalyst was added to the reaction mixture. After another 24 h of reflux, the reaction had reached completion and the mixture was allowed to cool down to room temperature and the crystals were filtered off and washed with methanol. The reaction mixture was analyzed with GC and showed only methyl-12-oxo-stearate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853434B2
Source datasetuspto-grants-2014_10
ORD IDord-927b723baa494f7f89af89188547c8c3
Source noteuspto-grants-2014_10