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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 76166Generated: October 28, 2026

Tetrabutylammonium Fluoride → N-(4-Ethynylphenethyl)acetamide

https://huagongshe.com/reaction/76166

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
ReactantN-(4-((tert-butyldimethylsilyl)ethynyl)phenethyl)acetamideHCID 66611489—
SolventDichloromethaneHCID 6344—
ProductN-(4-Ethynylphenethyl)acetamideHCID 87073685—

Reaction Steps

To 2.20 g (7.30 mmol) N-(4-((tert-butyldimethylsilyl)ethynyl)phenethyl)acetamide (I56.1) in 30 mL DCM are added 2.24 g (8.03 mmol) TBAF*H2O and the mixture is stirred at r.t. over night. The mixture is washed with water (2×). The organic layer is dried with Na2SO4 and the solvent is removed in vacuo. The crude product is purified by column chromatography (silica gel, DCM/MeOH 10/0→20/1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08835472B2
Source datasetuspto-grants-2014_09
ORD IDord-d4911b273d7547888a32647d4b9b6644
Source noteuspto-grants-2014_09