There is still a lot of research devoted to this compound(SMILES:O=C(C1=CC=CO1)CC)HPLC of Formula: 3194-15-8, and with the development of science, more effects of this compound(3194-15-8) can be discovered.
Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Journal of the American Chemical Society called Super-aromatic properties of furan. II. The Friedel-Crafts reaction, Author is Gilman, Henry; Calloway, N. O., which mentions a compound: 3194-15-8, SMILESS is O=C(C1=CC=CO1)CC, Molecular C7H8O2, HPLC of Formula: 3194-15-8.
cf. C. A. 27, 502. 2-Furyl Ph ketone, tert-BuCl and AlCl3 give 30% of 5-tert-butyl-2-furyl Ph ketone, b20 180-2°, d2525 1.065, nD25 1.5665; this also results in 70% yield from 5-tert-butyl-2-furoyl chloride (b. 220°, d2525 1.108, nD25 1.5091), C6H6 and AlCl3. 2-Furfural and iso-PrCl with AlCl3 in CS2 give an aldehyde (dihydrofuran derivative), C8H12O2, b21 101-3°, d2525 1.023, nD25 1.5041 (semicarbazone, m. 174-6°); oxidation with alk. Ag2O gives an acid (dihydroisopropylfuroic acid or a ring-scission product), m. 76-7°; it is unchanged on heating with PCl5; the aldehyde, Ac2O and AcONa give 40% of a dihydroisopropyl-furylacrylic acid (?), m. 102-3°. The following alkyl 2-furyl ketones were prepared from furan and acid chloride with AlCl3 in CS2: Et, b17 78-80°, m. 27-8° (36.3% yield); Pr, b19 95-7°, d2525 1.041, nD25 1.4922 (51.8%); iso-Pr, b18 86-7°, d. 1.032, n 1.4888 (45.3%); Bu, b18 108-9°, d. 1.012, n 1.4900 (23%) (semicarbazone, m. 158-9°); Am, b16 116-9°, d. 0.9954, n 1.4864 (39%) (semicarbazone, m. 110-2°); the yields of ketones prepared from 2-furylmercuric chloride were: Et 24.2, Pr 18.1, iso-Pr 14.5, Am 18%. Alkylation of Me 2-furoate with AlCl3 in CS2 gave the following Me 5-alkyl-2-furoates: iso-Pr, b20 110-2°, d. 1.076, n 1.4851; tert-Bu, b15 110-4°, d. 1.037, n 1.4792; Am, b13 112-6°, d. 1.032, n 1.4804; hexyl, b19 132-6°, d. 1.016, n 1.4814; the corresponding acids m. 65-6°, 104-5°, 69-70° and 36-7°, resp. The reaction of MeCl gives a compound, m. 102-3°, which may be 5-carbomethoxy-2-carbodithiomethoxyfuran. Et furyl ketone and MeMgI give 66.3% of methylethyl-2-furylcarbinol, b19 77-8°, d. 1.023, n 1.4729; dehydration gives sec-butyl-2-furan, b. 132-5°. The following 2-alkylfurans were prepared by reduction of the ketone or decarboxylation of the acids: Pr, b. 114-6°, d. 0.882, n 1.4410 (36%); iso-Pr, b. 106-9°, d. 0.8771, n 1.4466 (55%); Bu, b. 137-8°, d. 0.8983, n 1.4460 (53.8%); iso-Bu, b. 123-7°, d. 0.886, n 1.4425 (32%); sec-Bu, b. 132-5°; tert-Bu, b. 119-20°, d. 0.8708, n 1.4380 (60%); the corresponding alkyl-2-furylmercuric chlorides m. 99°, 117-8°, 79-80°, 95-6, 88° and 136-7°, resp. AlCl3 appears to be ineffective in a Friedel-Crafts reaction of the ester with Ac2O or AcCl. Et furoate, Ac2O, SnCl4 and C6H6 give 30% of Et 5-acetyl-2-furoate, m. 85-6°, the corresponding keto acid decomposes on heating and with Cu bronze gives Me 2-furyl ketone. Me 5-butyryl-2-furoate m. 67-8°; the free acid m. 172°. 2,4-Dimethyl-3-furyl Ph ketone, b15 140°, d. 1.152, n 1.5602, results in 7% yield with AlCl3 and in 29% yield with SnCl4. Me anisate and iso-PrCl with AlCl3 in CS2 give 33.6% of Me 3-isopropyl-4-methoxybenzoate, b25 162-5°, d. 1.074, n 1.5236; the free acid m. 162-3°. Et isopropyl-α-naphthoate, b20 198-203°, d. 1.077, n 1.5760; the acid m. 68-72°. Et butyl-α-naphthoate, b18 230-5°, d. 1.0131, n 1.5552. The preferential and exclusive substitution in the furan nucleus of a sym. ketone like 2-furyl Ph ketone and the alkylation and acylation of Et furoate but not of BzOEt, together with the fact that C6H6 can be used as a medium for some Friedel-Crafts reactions of furan are advanced as addnl. supporting evidence for the concept that furan has super-aromatic properties.
There is still a lot of research devoted to this compound(SMILES:O=C(C1=CC=CO1)CC)HPLC of Formula: 3194-15-8, and with the development of science, more effects of this compound(3194-15-8) can be discovered.
Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem