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. 2020 Mar 4;5(10):5487–5497. doi: 10.1021/acsomega.0c00125

Table 8. Influence of the Reused 10% Pd/C Catalyst on the Ratio of Byproducts in the Hydrogenation of PPNa.

      composition of byproduct
no. reusing the catalyst purity of PPA (%) PPN (%) TPPA (%) BPPA (%) PPAL (%) PPOH (%)
1 -(fresh) 99.0 29.9 68.3 0 1.3 0.5
2 1st 69.6 66.0 26.3 0 7.6 0.1
3 -(fresh)b 99.8 33.5 64.6 0 1.3 0.6
4 1stb 99.7 32.5 65.8 0 1.2 0.5
a

Conditions: 5.0 g (38.2 mmol) PPN, 1.5 g 10% Pd/C (Selcat Q) catalyst, 250 mL of water and 50 mL dichloromethane, 5.27 g NaH2PO4·H2O (38.2 mmol), and 3.82 g conc. H2SO4 (38.2 mmol), 80 °C, 6 bar, reaction time: 7 h.

b

10% Pd/C catalyst was prehydrogenated in 200 mL water, at 30 °C and 6 bar, for 0.5 h.