Make a synthesis with 4 steps. Use addition, subtraction, and elimination reactions. Try to change the location of substituents or of pi bonds, and to change the substituents. Have at least one syntehsis that uses alkylation of an alkyne to increase the C-C skeleton. Avoid steps that take you in circles. An example of this is given below:

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter14: Elimination
Section: Chapter Questions
Problem 23E
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Make a synthesis with 4 steps. Use addition, subtraction, and elimination reactions. Try to change the location of
substituents or of pi bonds, and to change the substituents. Have at least one syntehsis that uses alkylation of an alkyne
to increase the C-C skeleton. Avoid steps that take you in circles. An example of this is given below:
Problem
7 steps
Solution
Br
Br₂, hv
1. xs NaNH2
2. H₂O
Br
Br₂/CC14
Br
NaOEt
t-BuOK
HBr, ROOR
Br
Transcribed Image Text:Make a synthesis with 4 steps. Use addition, subtraction, and elimination reactions. Try to change the location of substituents or of pi bonds, and to change the substituents. Have at least one syntehsis that uses alkylation of an alkyne to increase the C-C skeleton. Avoid steps that take you in circles. An example of this is given below: Problem 7 steps Solution Br Br₂, hv 1. xs NaNH2 2. H₂O Br Br₂/CC14 Br NaOEt t-BuOK HBr, ROOR Br
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