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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 454981Generated: October 30, 2026

Tetrabutylammonium Fluoride → [(R)-1-(4-Hydroxy-phenyl)-2-(4-methyl-piperazin-1-yl)-ethyl]-carbamic acid tert-butyl ester

https://huagongshe.com/reaction/454981

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactant[(R)-1-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-2-(4-methyl-piperazin-1-yl)-ethyl]-carbamic acid tert-butyl esterHCID 67073781—
SolventDiethyl EtherHCID 3283—
SolventTetrahydrofuranHCID 8028—
Product[(R)-1-(4-Hydroxy-phenyl)-2-(4-methyl-piperazin-1-yl)-ethyl]-carbamic acid tert-butyl esterHCID 58459801—

Reaction Steps

To a solution of [(R)-1-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-2-(4-methyl-piperazin-1-yl)-ethyl]-carbamic acid tert-butyl ester (370 mg, 0.82 mmol) in THF (3 ml) was added TBAF (1M in THF, 1 ml, 1 mmol). The resulting mixture was stirred at rt for 3 h. The reaction mixture was diluted with ether and quenched with aq. NH4Cl. The organic layer was washed with water and brine, and then dried over MgSO4. Removal of the solvent provided the titled compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08497271B2
Source datasetuspto-grants-2013_07
ORD IDord-2d4a43c6f3f14a4b88b27534034d37c4
Source noteuspto-grants-2013_07