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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2391036Generated: October 25, 2026

Acetic Acid → (R)-(-)-2-propyloctanoic acid

https://huagongshe.com/reaction/2391036

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantMethanesulfonic AcidHCID 6395—
Reactantn-Heptane isopropyl acetateHCID 18406121—
SolventWaterHCID 962—
Product(R)-(-)-2-propyloctanoic acidHCID 208925—

Reaction Conditions

Temperature108.5 °C

Reaction Steps

Under an argon atmosphere, the compound (100 g) produced in Reference Example 3 was dissolved in acetic acid (230 mL) at about 40° C. (inner temperature). A solution of methanesulfonic acid (130 g) in water (182 mL) was added to the above solution, then stirred at about 105-112° C. (inner temperature) for about 13 hours, and cooled to about 28° C. (inner temperature). Then, water (400 mL) and a mixture of n-heptane: isopropyl acetate (5:1) (500 mL) were added and the mixture was extracted. The organic layer was washed twice with water (400 mL) and concentrated to give (2R)-2-propyloctanoic acid having the following physicochemical properties (103 g, 99.3% e.e.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08273916B2
Source datasetuspto-grants-2012_09
ORD IDord-73ccc542e7174b7aa2f0aab166d67b5b
Source noteuspto-grants-2012_09