Abstract

The present invention relates to an application of dimethylaminopyridine (DMAP) hydrochloride serving as recyclable catalyst in an acylation reaction (as represented by equation I). The application comprises: dissolving DMAP into a nonpolar solvent, aerating with dry hydrogen chloride gas, and filtrating the solution to obtain DMAP hydrochloride; adding a catalytic amount of DMAP hydrochloride to inert alcohol, phenol and amine under a solvent-free or organic solvent condition, and completely reacting with an acylation reagent at 0-130 ℃; adding a nonpolar solvent, and filtrating the recyclable catalyst, that is, the DMAP hydrochloride; and conducting washing, caustic scrubbing, liquid separation and organic phase drying on the filtrate, and evaporating and removing the solvent to obtain the acylated product. The recycled DMAP hydrochloride can be used in the next catalytic cycle.

IPC Classes  ?

• C07C 255/46 - Carboxylic acid nitriles having cyano groups bound to carbon atoms of rings other than six-membered aromatic rings to carbon atoms of non-condensed rings
• C07C 253/30 - Preparation of carboxylic acid nitriles by reactions not involving the formation of cyano groups
• C07C 205/43 - Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by esterified hydroxy groups having nitro groups or esterified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton to carbon atoms of the same non-condensed six-membered aromatic ring or to carbon atoms of six-membered aromatic rings being part of the same condensed ring system
• C07C 201/12 - Preparation of nitro compounds by reactions not involving the formation of nitro groups
• C07C 67/08 - Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
• C07C 67/14 - Preparation of carboxylic acid esters from carboxylic acid halides
• C07C 69/63 - Halogen-containing esters of saturated acids
• C07C 69/78 - Benzoic acid esters
• C07C 69/14 - Acetic acid esters of monohydroxylic compounds
• C07C 69/157 - Acetic acid esters of monohydroxylic compounds of unsaturated alcohols containing six-membered aromatic rings
• C07C 69/757 - Esters of carboxylic acids having an esterified carboxyl group bound to a carbon atom of a ring other than a six-membered aromatic ring having any of the groups OH, O-metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
• C07C 69/67 - Esters of carboxylic acids having esterified carboxyl groups bound to acyclic carbon atoms and having any of the groups OH, O-metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of saturated acids
• C07D 311/52 - Enol-esters or -ethers, or sulfur analogues thereof
• C07D 215/22 - Oxygen atoms attached in position 2 or 4
• C07C 233/92 - Carboxylic acid amides having nitrogen atoms of carboxamide groups further acylated with at least one carbon atom of the carboxamide groups bound to a carbon atom of a six-membered aromatic ring
• C07C 231/02 - Preparation of carboxylic acid amides from carboxylic acids or from esters, anhydrides, or halides thereof by reaction with ammonia or amines
• C07D 213/64 - One oxygen atom attached in position 2 or 6
• C07D 233/90 - Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
• B01J 31/02 - Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
• C07D 213/74 - Amino or imino radicals substituted by hydrocarbon or substituted hydrocarbon radicals