General procedure for the crude earthworm extract
catalysed reactions
The aldol reactions. A round-bottom flask was charged with
the crude earthworm extract (75 mg), aldehyde (0.50 mmol),
ketone (7.50 mmol) and MeCN (0.95 mL), to which deionized
water (0.05 mL) was introduced. The resultant mixture was stirred
at 25uC for the specified reaction time and monitored by TLC.
The reaction was terminated by filtration (with buchner funnel
and qualitative filter paper), and ethyl acetate (20 mL) was
employed to wash the filter cake. The filtrate was concentrated
under reduced pressure. The residue was purified by silica gel flash
column chromatography (petroleum ether/ethyl acetate) to give
the product.