In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Synthesis of organic γ-oxides by catalytic hydrogenation of the furan nucleus, published in 1938, which mentions a compound: 3194-15-8, mainly applied to , Product Details of 3194-15-8.
cf. preceding abstract α-Propionylfuran (I) was prepared in 37.6% yield by condensation of EtCOCl and furan with excess AlCl3 in CS2. I, m. 28.5-9.5°, b20 86.2°; semicarbazone, m. 177-8°. A mixture of 45 g. I in 80 ml. of absolute alc. with 24 g. of 90% H2NNH2.H2O in 40 ml. alc. was refluxed on a water bath for 4 hrs. and the alc. was distilled off. The hydrazone was decomposed by heating it with 1.5 g. of powd. KOH and a little platinized kaolin, giving 43.5% α-propylfuran, b750 114.5-15.5°, d420 0.8905, nD20 1.4459, M. R. 32.96. Passing it with H over Pd deposited on asbestos at 150° gave α-propyltetrahydrofuran, b756 132-3°, d420 0.8548, nD20 1.4242, M. R. 34.08. AcCl and α-methylfuran with AlCl3 in CS2 gave 28.3% α-methyl-α’-acetylfuran, b7 69-70°, d419 1.0574, nD19 1.5123; semicarbazone, m. 171°. Its hydrazone when decomposed with KOH and Pt formed 59.6% α-methyl-α’-ethylfuran, b742 116-18°, d420 0.8883, nD20 1.4473, M. R. 33.13. Hydrogenated as above, it gave α-methyl-α’-ethyltetrahydrofuran, b756 118-19°, d420 0.8326, nD20 1.4144, M. R. 34.28. The activity of the Pd catalyst is increased by the presence of KOH impurities.
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Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem