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#1 2010-12-05 08:47:27

orgopete
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Grignard reaction with epoxide, then PCC or chromic acid oxidation

Yahoo!Answers in chemistry wrote:

Draw the skeletal structure of the major organic product resulting from the following synthesis steps.
(a) Cyclopentyl bromide is reacted with solid Mg in diethyl ether.
(b) The product from (a) is reacted with ethylene oxide followed by acid workup.
(c) The product from (b) is reacted with PCC in methylene chloride (a.k.a. dichloromethane or DCM).
(d) The product from (b) is instead reacted with chromic acid.

The reactions will go as follows:
       http://www.curvedarrow.com/chem/ZZ25033027.jpg

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