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(2E)-2-[bis(methyloxy)methyl]-3-(2,3-dimethylphenyl)-2-propenenitrile[ No CAS ]
Yield
Reaction Conditions
Operation in experiment
33%
With sodium methylate; In methanol; at 20℃; for 0.333333h;
To a solution of 3,3-bis(ethyloxy)propanenitrile (2.3 g, 20mmol) and 2,3- dimethylbenzaldehyde (2.1 g, 16 mmol) in methanol (10 mL) was added a 25-30percent of sodium methoxide in methanol over 20 minutes. The reaction mixture was stirred at room temperature overnight. Most of solvent was evaporated in vacuo and the residue was dissolved with ethyl acetate (30 mL) and water (15 mL). The two layers were separated. Organic layer was separated, washed with brine (15 mL), dried and concentrated in vacuo. The residue was then purified to give product. It was used in next step. (1 .55 g, 33percent); 1 H NMR (600 MHz, DMSO-c/6) delta ppm 2.20 (s, 3 H) 2.28 (s, 3 H) 3.37 (s, 6 H) 5.13 (s, 1 H) 7.17 - 7.22 (m, 1 H) 7.27 (d, J=7.55 Hz, 1 H) 7.39 - 7.45 (m, 1 H) 7.79 (s, 1 H).
(2E)-2-[bis(methyloxy)methyl]-3-(2,3-dimethylphenyl)-2-propenenitrile[ No CAS ]
Yield
Reaction Conditions
Operation in experiment
With sodium methylate; In methanol; water; ethyl acetate;
a) (2E)-2-[bis(methyloxy)methyl]-3-(2,3-dimethylphenyl)-2-propenenitrile To a solution of 3,3-bis(ethyloxy)propanenitrile (2.3 g, 20 mmol) and <strong>[5779-93-1]2,3-dimethylbenzaldehyde</strong> (2.1 g, 16 mmol) in methanol (10 mL) was added a 25-30percent of sodium methoxide in methanol over 20 minutes. The reaction mixture was stirred at room temperature overnight. Most of solvent was evaporated in vacuo and the residue was dissolved with ethyl acetate (30 mL) and water (15 mL). The two layers were separated. Organic layer was separated, washed with brine (15 mL), dried and concentrated in vacuo. The residue was then purified to give product. It was used in next step. (1.55 g, 33percent); 1H NMR (600 MHz, DMSO-d6) delta ppm 2.20 (s, 3H) 2.28 (s, 3H) 3.37 (s, 6H) 5.13 (s, 1H) 7.17-7.22 (m, 1H) 7.27 (d, J=7.55 Hz, 1H) 7.39-7.45 (m, 1H) 7.79 (s, 1H).
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