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ChemicalBook CAS DataBase List 5,6-DIHYDRO-4-HYDROXY-6-METHYL-2H-PYRAN-2-ONE
33177-29-6

5,6-DIHYDRO-4-HYDROXY-6-METHYL-2H-PYRAN-2-ONE synthesis

7synthesis methods
-

Yield:33177-29-6 92%

Reaction Conditions:

with hydrogen;5 % Pd/Nb2O5 in butan-1-ol at 69.84; under 5171.62 Torr; for 5 h;

Steps:

1

The reactions were performed in a 50 mL batch reactor (Parr Instruments, Moline, Ill.). 5wt % Pd/Nb2O5 was used as the catalyst, with 1.8wt % HMP as the reactant in all cases. The mass ratio of catalyst to HMP was 1:1.7 in all cases. It was found that increased temperature yielded increased product degradation. It was also found that higher H2 pressures caused further hydrogenation of DHHMP to 4-HMTHP and subsequently to δ-hexalactone (HL). Additionally, the solvent has an effect on product selectivity. The highest selectivity to DHHMP (92%, see Table 1) was attained when 1-butanol was employed as the solvent. The complete hydrogenation reaction from HMP (1) to 4-HMTHP (3) is depicted in Reaction Scheme 2. Table 1 presents the results for the partial hydrogenation reaction of HMP (1) to DHHMP (2) over 5 wt % Pd/Nb2O5 at various temperatures, hydrogen partial pressures, and using different solvents.

References:

US2012/116119,2012,A1 Location in patent:Page/Page column 5

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