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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2186563Generated: October 29, 2026

4-Methylbenzaldehyde → HCID 22456887, compound

https://huagongshe.com/reaction/2186563

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethylbenzaldehydeHCID 7725—
ReactantButylamineHCID 8007—
ReactantTetrahydrofuranHCID 8028—
ReactantTetrabutylammonium FluorideHCID 2724141—
SolventAcetonitrileHCID 6342—
ProductHCID 22456887HCID 2245688794%

Reaction Steps

To a solution of p-tolualdehyde (131 mg, 1.0 mmol) and 1 (216 mg, 1.2 mmol) in acetonitrile (3 ml) was added n-butylamine (80 mg, 1.1 mmol) at 0° C. After stirring for 5 min, the reaction mixtures was added dropwise THF solution of tetrabutylammonium fluoride (1.0 N, 1.5 ml, 1.5 mmol), and then stirred at 0° C. for 20 min. The resulting reaction solution was concentrated and purified with silica gel column chromatography by using hexane-ethyl acetate (3/1) as an eluent to give N-butyl-2-hydroxy-2-(4-methylphenyl)acetamide as a colorless powder (218 mg, 0.94 mmol, 94%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06403818B1
Source datasetuspto-grants-2002_06
ORD IDord-f6592c07912f411ca091f014f8fae07c
Source noteuspto-grants-2002_06