meparfynol

Priscila: This is a nice use of alkyne chemistry. I see no problems at all withthis synthesis. Bruce

Still looking things up. Doing a little background research on this compound. C6H10O I've seen a lot of websites suggesting making this from a ketone. That would explain the alcohol, now what about the carbons? Good disconnection What would you make the ketone from? Bruce Bondurant

[|AprilWeliever] The ketone for meparfynol could possibly be made with a oxidation dehydrogenation reaction using a metal as a catalyst.

See above for ketone synthesis -Meaghan (sorry it's so small! I'm still figuring this out!) For the picture, open your scan with the windows picture manager. From the picture menu select crop. you can move the little T marks to be just around the picture that you want. that way you don't have to squish it. I like the oxidation Idea. Think of what type of oxidations would turn the product of the addition of two two carbon units into a ketone. I can think of tw possibilities. Remember that addition of a grignard to an aldehyde makes a secondary alcohol, and I would not rule out alkyne chemistry to form the ketone. Bruce Bondurant

In looking at Ch. 9, it looks like if we start with an alkyne, we could add Sia2BH to form a vinylborane and oxidizing this with H2O2 would make the keto form. Another option may be to start with the alkyne, add water, then react with HgSO4/H2SO4 to form a vinyl alcohol and react that with H+ to form the ketone (sorry about the word vs. visual description- we are still working on mastering chemsketch)--April Weliever

Starting with acetylene, CH2, if we react that with NaNH2, we'll get C2NaH. We can then react this with CH3CH2Br to get 1-butyne and go from there. -Meaghan

This looks really good. I think that it would work well. As much as your final product, I think that the collaborative way that you arrive at it is admirable. Bruce Bondurant