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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1872807Generated: October 31, 2026

Hydrochloric Acid → Benzyl 3-hydroxy-15-methylhexadecanoate

https://huagongshe.com/reaction/1872807

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantEthyl AcetateHCID 8857—
ReactantSodium borohydrideHCID 4311764—
ReactantBenzyl 15-methyl-3-oxohexadecanoateHCID 18687298—
SolventIsopropanolHCID 3776—
ProductBenzyl 3-hydroxy-15-methylhexadecanoateHCID 1868722155.8%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of benzyl 15-methyl-3-oxohexadecanoate (3.74 g) in 2-propanol (50 ml) was added sodium borohydride (0.38 g) at 0° C. The mixture was stirred at 0° C. for 2 hours and poured into a mixture of ethyl acetate and diluted hydrochloric acid. The organic layer was washed with water, dried over magnesium sulfate and evaporated. The residue was chromatographed on a silica gel column eluting with a mixture of n-hexane and ethyl acetate (10:1) to give benzyl 3-hydroxy-15-methylhexadecanoate as a colorless oil (2.10 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06110933
Source datasetuspto-grants-2000_08
ORD IDord-97b8de44e41242c0a4e5ec9e86c4b291
Source noteuspto-grants-2000_08