Synthesis of Et quininate from m-cresol was written by Koelsch, C. F.. And the article was included in Journal of the American Chemical Society in 1944.Related Products of 5367-32-8 This article mentions the following:
m-MeC6H4OH (54 g.) in 150 ml. AcOH and 20 ml. H2SO4, treated at 8-10° with 35 g. NaNO2 in a little H2O, gives the NO compound; this was added to 50 ml. HNO3 and 150 ml. H2O at 40-50° and the crude NO2 compound was treated with Me2SO4 and NaOH to give 50-6 g. of 3,4-Me(O2N)C6H3OMe (I), m. 55°. I and (CO2Et)2 with EtONa in ether, heated 4 hrs. at 45°, treated with ice H2O and then with 30% NaOH and H2O2, give 71-6% of 5-methoxy-2-nitro-α-toluic acid (II); reduction of the K salt of II in H2O with Raney Ni at 30-lb. H pressure gives the the corresponding amino acid, m. 122-4° (decomposition), distillation of which yields 5-methoxyoxindole (III), pale pink, m. 152-4°. II with EtOH-HCl gives 55% of the Et ester (IV), pale yellow, b1 185°, m. 57-9°. Reduction of IV with Raney Ni and H at 30-lb. pressure gives Et 2-amino-5-methoxy-α-toluate (V), whose Ac derivative m. 104-5°; distillation of IV gives III. V with (CHO)2 at 25° gives 88% of glyoxal bis(2-carbethoxymethyl)-4-methoxyanil (VI), yellow, m. 108-9°. VI (7 g.) and 1 g. Na in 20 ml. EtOH, boiled 5 min. and acidified with 3 ml. AcOH, give 0.3 g. of Et quininate (VII), m. 65-7°. The action of C5H5N, piperidine or K2CO3 in hot quinoline yields no VII. In the experiment, the researchers used many compounds, for example, 3-Methyl-4-nitroanisole (cas: 5367-32-8Related Products of 5367-32-8).
3-Methyl-4-nitroanisole (cas: 5367-32-8) belongs to ethers. Relative to alcohols, ethers are generally less dense, are less soluble in water, and have lower boiling points. They are relatively unreactive. Autoxidation is the spontaneous oxidation of a compound in air. In the presence of oxygen, ethers slowly autoxidize to form hydroperoxides and dialkyl peroxides. If concentrated or heated, these peroxides may explode. To prevent such explosions, ethers should be obtained in small quantities, kept in tightly sealed containers, and used promptly.Related Products of 5367-32-8
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem