Abstract: Biobased epoxy resins have made great strides in recent years to replace their petroleum-based counterparts, particularly for the diglycidyl ether of bisphenol A (DGEBA) resins. Due to their increased sustainability and performance enhancement, bio-epoxy resins meet a multitude of requirements. Herein, a facile route was developed in high yield for the dual biomass monomer DEF from 5-hydroxymethylfurfural and eugenol, which exhibited much lower viscosity than the DGEBA counterpart (0.506?
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With lithium chloride; In N,N-dimethyl-formamide; for 12h;Reflux; Inert atmosphere;
To a solution of the ester (1.0 g) in N,N-dimethylformamide (2 ml), taken in a 2 necked RB fitted with a water condenser and a nitrogen inlet, lithium chloride (0.190 g) was added and the reaction mixture was heated to reflux for 12h. At the end of 12 h the reaction mixture was quenched with water and the organics were extracted with diethyl ether and were analyzed by HPLC. Conversion was 98% and the purity of crude para-eugenol was 93.4 % (HPLC area %).
2-((4-allyl-2-methoxyphenoxy)methyl)benzo[d]oxazole[ No CAS ]
Yield
Reaction Conditions
Operation in experiment
68%
With potassium carbonate; In acetone; for 4h;Reflux;
General procedure: To a solution of various substituted phenols (1 mmol) in dry acetone (30 mL) K2CO3 (1 mmol)and compound 3 or 4 (1 mmol) were added. After being stirred for 4 h at reflux temperature, thereaction mixture was cooled, filtered, and concentrated under vacuum. Then the residue was dilutedwith 30 mL ethyl acetate and sequentially washed with 30 mL 1 M HCl, aq. NaHCO3 solution andbrine in order. The organic layer was dried over MgSO4 and concentrated in vacuo. Purification of theresidue by chromatography on silica gel furnished target compounds. 1H-NMR, 13C-NMR and massspectroscopy (MS) of compounds 5a-m and 6a-m are shown in Supplementary Materials.
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