monoMethyl succinate → Adipic Acid

Participants

Reaction Conditions

Reaction Steps

Into a 10-mL volumetric flask was added 0.1616 g(1.01 mmol, 0.101 M) of 5-cyanopentanoic acid methyl ester, 9.65 mL of potassium phosphate buffer (50 mM, pH 7.0), and 0.20 mL of a 50 wt % cell suspension (0.10 g wet cell weight, 0.024 g dry cell weight) of Acidovorax facilis 72W (ATCC 55746) cells in 0.35 M potassium phosphate buffer (pH 7.0, previously heat-treated at 50° C. for 1 h), and the resulting 10 mL suspension stirred at 25° C. Samples (0.100 mL) were withdrawn and mixed with 0.300 mL of distilled water, centrifuged, then 0.180 mL of the 1:4 diluted supernatant was mixed with 0.020 mL of 0.750 M N-methylpropionamide (HPLC external standard solution). The resulting solution was analyzed by HPLC. After 4.0 h, the conversion of 5-cyanopentanoic acid methyl ester was complete, and the yield (determined by HPLC) of Hexanedioic acid monomethyl ester and hexanedioic acid were 99%, and 1%, respectively, with no production of 5-cyanopentanoic acid.

Provenance & Evidence