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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 40500Generated: October 26, 2026

Tetrabutylammonium Fluoride → (S)-N-{1-[4-(3-Hydroxy-azetidin-1-yl)-phenyl]ethyl}-acetamide

https://huagongshe.com/reaction/40500

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactant(S)-N-(1-{4-[3-(tert-Butyl-dimethyl-silanyloxy)-azetidin-1-yl]-phenyl}-ethyl)-acetamideHCID 86689004—
SolventTetrahydrofuranHCID 8028—
Product(S)-N-{1-[4-(3-Hydroxy-azetidin-1-yl)-phenyl]ethyl}-acetamideHCID 86689005—

Reaction Conditions

Temperature5 °C

Reaction Steps

2.6 g (7.46 mmol) (S)—N-(1-{4-[3-(tert-Butyl-dimethyl-silanyloxy)-azetidin-1-yl]-phenyl}-ethyl)-acetamide (IV.1) are added to 20 mL THF and the mixture is cooled to 5° C. 14.9 mL (14.9 mmol) tetrabutylammonium fluoride (1 N in THF) are added and the mixture is allowed to warm to rt. Stirring is continued for 1 h and the solvent is removed in vacuo. The residue is purified by column chromatography (silica gel; DCM:MeOH; gradient 9:1→8:2) to yield the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08530461B2
Source datasetuspto-grants-2013_09
ORD IDord-fd014b637aa44552beae9feea3f513c9
Source noteuspto-grants-2013_09