Solid acid catalyst as well as preparation method thereof and preparation method of hydroxy phenylglycine

Abstract

The invention relates to the technical field of organic synthesis, in particular to a solid acid catalyst as well as a preparation method thereof and a preparation method of hydroxy phenylglycine. Theinvention provides the preparation method of the solid acid catalyst; the preparation method comprises the following steps that ludox, aluminum hydroxide and inorganic strong alkali are subjected tohydrothermal synthesis reaction, so that a hydrothermal synthesis product system is obtained; the hydrothermal synthesis product system and ammonium nitrate solution are subjected to ionic exchange reaction, so that a solid acid catalyst precursor is obtained; and the solid acid catalyst is roasted, so that the solid acid catalyst is obtained. The solid acid catalyst provided by the invention is used for preparing hydroxy phenylglycine, the yield of hydroxy phenylglycine is as high as 75.2%, the product purity reaches up to 99.3%, and the activated solid acid catalyst has an excellent catalytic effect after being recycled for ten times. The solid acid catalyst provided by the invention has high acidity, high catalytic efficiency and high recycling rate, meanwhile, the preparation method issimple, no template is used, and the solid acid catalyst is environmentally friendly.

Description

technical field [0001] The invention relates to the technical field of organic synthesis, in particular to a solid acid catalyst, a preparation method thereof, and a preparation method of p-hydroxyphenylglycine. Background technique [0002] p-Hydroxyphenylglycine is an important pharmaceutical intermediate, mainly used in the production of β-lactam semi-synthetic antibiotics. In the synthetic production of broad-spectrum antibiotics such as amoxicillin (amoxicillin), cefadroxil (Ouyi), and cefoperazone, p-hydroxyphenylglycine is an essential side chain acid. [0003] At present, most of the catalysts used in the synthesis of p-hydroxyphenylglycine are sulfuric acid or organic sulfonic acid catalysts. For example, Chinese patent CN101362703B discloses a synthesis method of p-hydroxyphenylglycine, using benzenesulfonic acid, p-toluenesulfonic acid or o-toluenesulfonic acid as a catalyst to prepare p-hydroxyphenylglycine with a yield of 56-65%. Chinese patent CN102050752A di...

AI Technical Summary

Problems solved by technology

For example, U.S. Patent No. 4,175,206 uses glyoxylic acid, phenol and ammonium acetate as raw materials to synthesize p-hydroxyphenylglycine by a one-pot method. The reaction is carried out at 30-35°C for 48 hours, and the product yield is 50.4%. long, low yield

Jin Tongshou (Synthesis of Semi-synthetic Antibiotic Side Chain (IV) Synthesis of D / L-p-Hydroxyphenylglycine with Ammonizing Agent [J]. Journal of Hebei University (Natural Science Edition). 1998,18(3): 250-252) using sulfamic acid as the ammoniating agent of the reaction, reacting at 50°C for 2h, then reacting at 70°C for 4h, and then alkalized to obtain the crude product, and then refined by activated carbon and acid-base adjustment to obtain the final product product, the total reaction yield is 68.8%; but the method is cumbersome to operate, the process route is longer, and the cost is high

Zhang Jing et al. (Study on the synthesis of D, L-p-hydroxyphenylglycine [J]. Applied Chemical Industry, 2003, 32(5): 46-51) optimized the process, and the molar ratio (phenol: sulfamic acid: B Aldehydic acid = 1:1.2:1), react at 40-60°C for 5-6 hours, then adjust the pH value to 7 with ammonia water, crystallize, filter with suction, wash with ethanol, etc. to obtain the final product, but the yield is only 66.7%, the yield is still low

Images