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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 843570Generated: October 25, 2026

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

https://huagongshe.com/reaction/843570

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 994758279%

Reaction Steps

1M TBAF (6 mL, 6.0 mmol) was added to a solution of compound 16 (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 diethy 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 17 (1.42 g, 79%) as an oil

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06380177B1
Source datasetuspto-grants-2002_04
ORD IDord-d1288e1eb4b443edb0cb69bf1190ac6a
Source noteuspto-grants-2002_04