4755-72-0Relevant articles and documents
Novel synthetic method of D/L-phenyl glycine
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Paragraph 0016-0019; 0022, (2020/04/22)
The invention relates to a novel synthetic method of D/L-phenyl glycine. An existing synthetic method of D/L-phenylglycine is used for producing D/L-phenyl glycine by using highly toxic raw materials,and the synthetic method is harmful. According to the synthesis method, benzene is used as a solvent and a raw material. The method comprises the following steps: firstly, performing Friedel-Crafts alkylation reaction between benzene and dichloroacetic acid or bromochloroacetic acid under the catalystic function of a catalyst, wherein the reaction temperature of Friedel-Crafts alkylation reactionis 55-60 DEG C, the reaction time is 7h, and after Friedel-Crafts alkylation reaction, a benzene solution of alpha-chlorophenylacetic acid or alpha-bromophenylacetic acid is obtained; separating thereaction product into a water phase by using 20% ammonia water; adding urotropin into the water phase to carry out catalytic reactions at a temperature of 75-80 DEG C for 12 hours, controlling the temperature to be 70-80 DEG C, neutralizing the solution by 30% sulfuric acid until the pH value is equal to 6.5 to obtain a D/L-phenyl glycine water solution, and performing suction filtration to obtaina filter cake, namely D/L-phenyl glycine. Cyanide is not used, production is safe, energy consumption is reduced, and the raw material quality standard of downstream products is met.
Kinetic resolution of α-bromophenylacetamides using quinine or Cinchona alkaloid salts
Marzorati, Liliana,Fejfar, Jose L.,Tormena, Claudio F.,Vitta, Claudio Di
scheme or table, p. 748 - 753 (2012/09/05)
The kinetic resolution of racemic α-bromophenylacetamides 1 was achieved in the presence of benzenethiolate and Cinchona alkaloid salts as phase-transfer catalysts or benzenethiol and quinine, yielding (S)-enantioenriched α-sulfanylated products. The observed stereoselection was rationalized on the basis of the best fitting of 1 and the resolving agent in the ternary complexes.
Attempts to Prepare an Alkynyldiazonium Salt
Helwig, Reinhard,Hanack, Michael
, p. 1008 - 1021 (2007/10/02)
The 2-bromo-1-chloroalkanal p-tosylhydrazones 11a and b react with triethylamine as base to give the azoalkenes 12, of which (1-chloro-2-phenylethenyl)tosyldiazene (12b) is obtained as a crystalline material at room temperature. 12b reacts with SbCl5 at -30 and -70 deg C to form different diazonium salts, which are treated with nucleophiles such as methanol and water.The products obtained (Schemes 3 and 4) indicate the formation of the phenylethenyldiazonium salt 20, which is stable up to -20 deg C. 20 adds nucleophiles like methanol or water as well as anisole at the CC triple bond before releasing nitrogen.
