Resorcinol monomethyl ether

Unfortunately, modification of the aromatic nucleus to a phloroglucinol dimethyl ether system (92) adversely affected the ability of the phenolic hydroxyl to undergo acylation. This was found to be inconsequential however, since the acylated product derived from resorcinol monomethyl ether (93) was completely resistant to the intra-... [Pg.95]

Due to their reactivity towards substitution under conditions in which phenol itself is unreactive, 1-hydroxy-3-aikoxybenzenes require milder catalysts than generally employed for the former. Resorcinol monomethyl ether in benzene containing benzoyl chloride upon addition to boron trichloride (1 mole) in benzene at -lO C followed by refluxing for 10 hours and aqueous work-up at ambient temperature, afforded 2-hydroxy-4-methoxybenzophenone in 85% yield (ref.132). [Pg.308]

For the reaction of a cyanoalkyl compound more drastic conditions are required. A solution of resorcinol monomethyl ether, chloroacetonitrile and aluminium chloride in dichloroethane added with stirring to an ice-cold solution of boron trichloride and reaction at ambient temperature during 20 hours followed by acidification produced an 81% yield of 2-hydroxy-4-methoxychloroacetophenone (ref.133). [Pg.308]

Resorcinol monomethyl ether (3-methoxyphenol) upon treatment initially at 0°C with dichlorophenylborane, triethylamine and 4-dimethylaminopyridine, and then with propanal afforded after reaction during one and a half hours a 98% yield of the... [Pg.309]

Synthetic uses have been made of resorcinol monomethyl ether derivatives to differentiate between the two functions. Dehydroxylation has been effected affording a route from dihydric to monohydric derivatives. 3-Methoxyphenyl... [Pg.310]

Resorcinol Monomethyl Ether Sodium Benzyl a-sulfostearate p 219-0609... [Pg.54]

Using methyl ethers of di- and tri-hydric phenols, selective mono-demethylation occurs, e.g. resorcinol monomethyl ether is obtained from resorcinol dimethyl ether and sodium ethanethiolate in DMF. An exception is pyrogallol trimethyl ether which afforded pyrogaUol 1-monomethyl ether in high yield. Methylene ethers, such as methylenedioxybenzene, can be quantitatively converted to catechol, via the intermediate formation of ethyl o-hydroxyphenoxymethyl sulphide . [Pg.385]

Methyl-7-methoxycoumarin and 85%-hydrazine hydrate refluxed 6 hrs. on a steam bath resorcinol monomethyl ether and 3-methyl-5-pyrazolone. Y 65-75%.—The above behavior differs markedly from that of the 3-subst. cou-marin, which yields an o-hydroxybenzaldehyde. F. e. s. G. B. Marini-Bettdlo, G. G. Casinovi, and I. L. de Albuquerque, G. 9A, 366 (1964). [Pg.163]

Resorcinol monomethyl ether (—) Isopropyl alcohol (—) H2SO4 (-) — — — Monomethyl ether of diiso-propylresorcinol 29... [Pg.70]

Preparation by reaction of benzotrichloride with resorcinol monomethyl ether in hydrofluoric acid in the presence of water at 0°, then at r.L for 7 h (55%) [213],... [Pg.80]

Preparation by Friedel-Crafts acylation of resorcinol monomethyl ether with... [Pg.80]

Also obtained by reaction of benzoic acid with resorcinol monomethyl ether. [Pg.80]

Preparation by reaction of p-methoxy-benzoic acid (p-anisic acid) with resorcinol monomethyl ether in the presence of boron trifluoride [650]. [Pg.287]

Preparation by reaction of acetonitrile on resorcinol monomethyl ether (Hoesch reaction) (27%) [2301]. [Pg.776]

Also obtained by acetylation of resorcinol monomethyl ether by treatment with complex mixture (acetyl chloride/acetic anhydride/acetic acid/anisole/sodium... [Pg.776]

Obtained by refluxing a-(difluoronitromethyl)-2-hydroxy-4-methoxy-a-(trifluoromethyl)benzen-emethanol (SM) in hexane for 6 h in the presence of activated charcoal (91%). SM was prepared by reaction of NPFA with resorcinol monomethyl ether in carbon tetrachloride or nitromethane for 12 h at 20° (99%, m.p. 67-69°) [4701]. m.p. 62-64° [4701] ... [Pg.1271]

Also obtained by acylation of resorcinol monomethyl ether with phenylacetic acid in the presence of polyphosphoric acid at 95° for 30 min (40%) [5334],... [Pg.1420]

Also obtained by reaction of propionic acid with resorcinol monomethyl ether (by-product) in the presence of polyphosphoric acid for 10 min in a boiling water bath (1%) [6738],... [Pg.2112]

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