Selective α-Methylation of Aryl Ketones Using Quaternary Ammonium Salts as Solid Methylating Agents

Analytical Data and Compound Numbering (in paper numbering vs. ELN entries) for the Publication entitled:"Selective α-Methylation of Aryl Ketones Using Quaternary Ammonium Salts as Solid Methylating Agents"

The paper was published on 2022-03-07 in the Journal of Organic Chemistry.

J. Org. Chem. 2022, 87, 6, 4305–4315

DOI: 10.1021/acs.joc.1c03158

Authors: Johanna Templ and Michael Schnürch

Funded by the Austrian Science Fund (FWF, project number P33064-N)

Context and methodology

In this Publication, we describe the use of phenyl trimethylammonium iodide (PhMe3NI) as an alternative methylating agent for introducing a CH3 group in α-position to a carbonyl group. Compared to conventional methylating agents, quaternary ammonium salts have the advantages of being nonvolatile, noncancerogenic, and easy-to-handle solids. This regioselective method is characterized by ease of operational setup, use of anisole as green solvent, and yields up to 85%.

The publication and its Supporting Information can be found as open-access files on the publisher's website (see DOI above).

All detailed files containing the analytical raw data, for all compounds given in the Supporting Information of the manuscript are uploaded. An additional Word file named J. Org. Chem. 2022, 87, 6, 4305-4315_coumpound number list.pdf is uploaded, that should clearly link the compound number given in the paper to the respective entry in the ELN (jotempl) and the respective analytical data files. 

Technical details

The files uploded contain the FIDs of NMR spectra recorded by an in-house Bruker Spectrometer. A software to display NMR-spectra is needed, such as MestreNova or Topspin.

HRMS data is uploaded too and has to be processed via MassHunter software.