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Chemistry Homework Help => Organic Chemistry => Topic started by: amimi on January 23, 2026, 02:21:59 AM

Title: Synthesis Question on epoxide
Post by: amimi on January 23, 2026, 02:21:59 AM
Hello, I would appreciate some help with this!
Screenshot 2026-01-22 at 11.21.54 PM.png
Title: Re: Synthesis Question on epoxide
Post by: uma on January 25, 2026, 10:00:05 AM
Stereochemistry of epoxide ring opening .jpg
Step 1: Convert the starting alcohol into the ethyl ether (OEt).

Reagents (typical): EtI (or EtBr), base (e.g., NaH ), suitable solvent.

Outcome: ROH → ROEt (no change to the epoxide stereochemistry).
2) use carbanion from Grignard reagent to open the ring with correct sterochemistry
3) Conver alcohol so formed into desired ether by williamson's synthesis.
Title: Re: Synthesis Question on epoxide
Post by: amimi on January 25, 2026, 01:48:20 PM
Thank you! Because one of the substituents, is cis-alkene, is it possible to use alkyne (HCtriplebondC-Na+) with water to form alkyne on wedge, then use H2 and lindlars catalyst to get cis-alkene?
Title: Re: Synthesis Question on epoxide
Post by: uma on January 26, 2026, 05:42:07 AM
yes you can take propynide ion in place of GR and then do reduction using Lindlar's catalyst to get cis- alkene