Asa H natural language understanding

I've studied the 1000 most commonly used words in english.  I believe I know how to teach Asa H 1/4 to 1/3 of the concepts involved in understanding these terms.  I am not sure how much will be required before Asa H can learn autonomously from the web or from human texts.  Would these requirements be relaxed if Asa could query humans when needed (for synonyms, linguistic examples, sensory examples, etc.)?  Such a query system would be easy to program in to Asa. (Triggered, say,  when the degree of match is too low.)