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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 496998Generated: October 26, 2026

Tetrabutylammonium Fluoride → 1-o-Oleoyl-2-o-methyl-rac-glycerol

https://huagongshe.com/reaction/496998

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactant1-o-t-Butyldimethylsilyl-2-o-methyl-3-o-oleoyl-rac-glycerolHCID 87759543—
SolventTetrahydrofuranHCID 8028—
Product1-o-Oleoyl-2-o-methyl-rac-glycerolHCID 994758282%

Reaction Steps

1M TBAF (6 mL, 6.0 mmol) was added to a solution of compound Compound 43 (2.4 g, 5.0 mmol) in THF (50 mL). After 30 min, TLC analysis showed that all the starting material had been consumed. Then, the reaction mixture was partitioned between diethyl ether (100 mL) and sat. NaCl solution (30 mL). The organic extract was dried (MgSO4), concentrated and subjected to silica-gel column chromatography [eluent: hexane/ethyl acetate, 75/25, v/v] to give glycerol derivative Compound 44 (1.52 g, 79%) as an oil

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06949529B2
Source datasetuspto-grants-2005_09
ORD IDord-3d1e734bc14c4911984c2598ad6e2af2
Source noteuspto-grants-2005_09