Resorcinol dimethyl ether

Reference electrode for electrolytic reduction, 52, 28 Resorcinol dimethyl ether, 50, 52... 

Resorcinol, AH07 Resorcinol dimethyl ether, AN63... 

A regioselective and highly syn-stereoselective catalyst-free intermolecular alkylation of aryl borates with aryl epoxides under mild, neutral conditions has been reported.27 The reaction of /ra .s-stilbene oxide with tri(3,5-dimethylphenyl)borate gave a 38% yield (>95% syn) of the C-alkylated product (13), easily separated from (g) the O-alkylated product(s). Triflic anhydride has been used to activate enones to nucleophilic attack by electron-rich arenes in the presence of a sterically hindered base.28 Resorcinol dimethyl ether, for example, reacted with cyclohex-2-en-l-one to... 

A 1-1. round-bottomed flask is equipped with a stirrer, a thermometer, a dropping funnel, and a reflux condenser to which is attached a drying tube containing calcium chloride. Resorcinol dimethyl ether, 131 ml. (138 g., 1.0 mole) and 200 ml. of methylene chloride are added to the flask. The solution is stirred, and a solution of 150 g. (1.06 moles) of chlorosulfonyl isocyanate (Note 1) in 100 ml. of methylene chloride is added... 

Other procedures for the preparation of 2,4-dimethoxy-hcnzonitrile include the reaction of 2,4-dimethoxybenzamide with thionyl chloride,3 the action of acetic anhydride on 2,4-dirnethoxybenzaldoxime,7 the reaction of diazotized 2,4-dimethoxyaniline with potassium copper cyanide,8 and the action of cyanogen bromide on resorcinol dimethyl ether in the presence of aluminum chloride. ... 

Chloromercuri resorcinol is readily decomposed by sodium hydroxide and immediately by ammonium sulphide, and the dichloromercuri resorcinol is even less stable to sodium hydroxide. Diacetoxymercuri resorcinol dimethyl ether does not give mercuric sulphide with ammonium sulphide, but only a j eliow precipitate. 

An alcoholic solution of resorcinol dimethyl ether and mercuric acetate in equimoiecular proportions is boiled until the reaction is complete. On cooling, l eautiful, white, feathery ciy stals separate. The product melts at 218° to 220° C. (corr,). It is quite stable to ammonium sulphide, the alcoholic solution giving a yellow precipitate with this reagent. ... 

Oxidation of resorcinol dimethyl ether [35] in methanolic KOH produces among other products 5,5,6,6-tetramethoxy-1,3-cyclohexadiene (IV), and hexamethyl cis,cis-orthomuconate (V) (V) could be obtained from (IV) in 77% yield on anodic oxidation, conceivably according to ... 

Production of benzynes. The reaction of phenylsodium (2 equiv.) with chlorobenzene (2 equiv.) and resorcinol dimethyl ether (1 equiv.) to give 2,6-dimethoxy-... 

Bromination. Monobromination of the highly reactive resorcinol dimethyl ether (la) and 2-methylresorcinol dimethyl ether (lb) can be effected in 80-90% yield with dioxane dibromide. ... 

Synthesis of nitriles (2, 70). Lohaus has published two procedures which illustrate the use of chlorosulfonyl isocyanate for the preparation of nitriles. One, the preparation of 2,4-dimethoxybenzonitrile,8 illustrates the reaction of the reagent with aromatic compounds that readily undergo electrophilic substitution. Thus reaction of resorcinol dimethyl ether (1) with chlorosulfonyl isocyanate in methylene chloride gives the amide N-sulfonyl chloride (2), which on treatment with an amide9 gives 2,4-dimethoxybenzonitrile (3) in 95-96% yield with a purity of 98%. 

REDUCTIVE AMINATION WITH SODIUM CYANOBOROHYDRIDE N.N-DIMETHYLCY-CLOHEXYLAMINE, 52, 124 Reference electrode for electrolytic reduction, 52, 28 Resorcinol dimethyl ether, 50,52 Rhodium-on-alumina, catalyzed reduction of aromatic nuclei, 51, 105... 

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