These common heterocyclic compound, 19295-57-9, name is 3-Hydroxy-2,2-dimethylpropanenitrile, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. HPLC of Formula: C5H9NO
N,N-dimethylformamide (55 ml) was added to a tetrahydrofuran (330 ml) of 10.9 g (0.11 mol) of 3-hydroxy-2,2-dimethylpropionitrile (I-72), and 5.3 g (0.132 mol) of sodium hydride was added thereto under ice-cooling and then stirred at room temperature for 30 minutes. This was again ice-cooled, 19.6 ml (0.165 mol) of benzyl bromide and 4.1 g (11.0 mmol) of tetra-n-butylammonium iodide were added thereto and then stirred overnight while raising the temperature to room temperature. The reaction solution was mixed with saturated ammonium chloride aqueous solution and extracted with ethyl acetate, the organic layer was washed with brine and then dried over magnesium sulfate, and the solvent was evaporated. The thus obtained residue was applied to a silica gel column chromatography, and 20.0 g (96%) of the title compound was obtained as a colorless oily substance from a n-hexane-ethyl acetate (9:1 v/v) eluate. 1H-NMR (CDCl3)delta: 1.36 (6H, s), 3.38 (2H, s), 4.62 (2H, s), 7.29-7.37 (5H, m).
The synthetic route of 3-Hydroxy-2,2-dimethylpropanenitrile has been constantly updated, and we look forward to future research findings.
Reference:
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1717238; (2006); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts