Hydrogenolysis of 2-Tosyloxy-1,3-propanediol into 1,3-Propanediol over Raney Ni Catalyst

Abstract

2-Tosiloxi-1,3-propanodiol (TPD), um potencial precursor para produção de 1,3-propanodiol (1,3-PD), é produzido através da tosilação do glicerol com a ajuda de uma técnica de proteção de grupos. Neste trabalho, discutiu-se a hidrogenólise do TPD em 1,3-PD sobre catalisador de Raney Ni através de diferentes parâmetros de reação para otimizar as condições de reação para formação seletiva do 1,3-PD. O mecanismo de hidrogenólise do TPD e reações laterais também foram confirmados pela técnica de cromatografia em fase gasosa acoplada à espectrometria de massas (GC-MS). 2-Tosyloxy-1,3-propanediol (TPD), a potential precursor for 1,3-propanediol (1,3-PD) production, is produced by the tosylation of glycerol with the help of protecting group techniques. In this work, the hydrogenolysis of TPD into 1,3-PD over Raney Ni catalyst is discussed at different reaction parameters to optimize the reaction conditions for selective formation of 1,3-PD. The mechanisms of the hydrogenolysis of TPD and the side reactions were also confirmed by gas chromatography-mass spectrometry (GC-MS) technique.

Efficient and Scalable Asymmetric Total Synthesis of (−)-Emetine with Pharmaceutical Grade Quality; First Multigram Scale Synthesis

“…Besides, to our knowledge, few studies have been reported on reduction of alkyl sulfonates. 14 Given that, our development efforts toward the synthesis of 18 were focused on identifying suitable reaction and isolation conditions. Initially, we examined homogeneous Pdcatalyzed deoxygenation of 15 in the presence of Et 3 N using H 2 pressurized hydrogenation in EtOH.…”