2-Hydroxy-3-isopropylbenzoic acid

There are two main methods for the synthesis of isopropyl salicylate. (1) The acid-catalyzed esterification method is prepared by the esterification of salicylic acid and isopropanol under sulfuric acid catalysis. Add a certain amount of salicylic acid and isopropanol to the reactor, start stirring, slowly add concentrated sulfuric acid dropwise, and open the steam valve of the reactor jacket at the same time, and stop stirring when the temperature rises to about 87°C. Reflux the reaction at 88～98℃ for 8～10h, then heat up to 114～118℃, reflux for 6～8h. The end point of the reaction is based on the control of the salicylic acid conversion rate. Stop heating, cool, pump the upper ester into the water washing tank, neutralize it with saturated alkaline water to pH=8-9, stop stirring, stand for 45 minutes and then separate the water layer, add an equal volume of water to wash the ester layer, stand for layering, and remove After the wastewater layer, isopropyl salicylate is obtained. (2) The acylation esterification method is prepared by catalyzing the acylation of salicylic acid with thionyl chloride and then esterifying it with isopropanol. Add a certain amount of salicylic acid, catalyst and thionyl chloride to the reaction kettle in sequence. After heating for 20 minutes under negative pressure, start stirring and slowly increase the temperature until the kettle temperature reaches 30°C, then keep it for 1.5 hours, and continue heating to 40°C Start to add isopropanol dropwise. After the addition, keep it at (50±2)℃ for 1.5h. After the reaction is completed, it is pumped to the water-washing tank for water washing, alkali washing and secondary water washing, standing for stratification, and isopropyl salicylate is obtained.

Isopropyl salicylate, or isopropyl hydroxybenzoate, is an intermediate of organophosphorus insecticides amiphos and methyl isoliphos, and is also used in the synthesis of pharmaceutical and plastic products.

Molecular Weight:180.20
XLogP3:3.6
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:2
Exact Mass:180.078644241
Monoisotopic Mass:180.078644241
Topological Polar Surface Area:57.5
Heavy Atom Count:13
Complexity:189
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes