Synthesis of 1,10-decanediol diacetate and 1-decanol acetate from furfural

A green and efficient method was developed for upgrading furfural to 1,10-decanediol diacetate and 1-decanol acetate. 92% yield of the acetates was obtained through the tandem benzoin condensation and hydrodeoxygenation reaction. During the benzoin condensation, furfural was catalyzed into furoin in a quantitative yield by the immobilized NHC catalyst under solvent-free conditions. After dissolving the furoin intermediate in acetic acid, the Sc(OTf)(3) and Pd/C catalytic system was introduced for hydrodeoxygenation. The effects of reaction factors have been investigated in detail and the hydrodeoxygenation process has been explored by H-1-NMR and GC-MS.

Automated summary

A green and efficient method was developed for upgrading furfural to 1,10-decanediol diacetate and 1-decanol acetate, with a 92% yield achieved through tandem benzoin condensation and hydrodeoxygenation reaction. The effects of reaction factors were investigated in detail, and the hydrodeoxygenation process was explored using H-1-NMR and GC-MS analysis.