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Solution: Show how you would accomplish the following

Organic Chemistry | 8th Edition | ISBN: 9780321768414 | Authors: L.G. Wade Jr ISBN: 9780321768414 33

Solution for problem 47SP Chapter 18

Organic Chemistry | 8th Edition

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Organic Chemistry | 8th Edition | ISBN: 9780321768414 | Authors: L.G. Wade Jr

Organic Chemistry | 8th Edition

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Problem 47SP

Show how you would accomplish the following synthetic conversions efficiently and in good yield. You may use any necessary additional reagents and solvents.

Step-by-Step Solution:
Step 1 of 3

Solution 47SP

  1. The cyclopentanone reacts with phosphorus ylide to form an alkene.

(b) Anisole reacts with CO and HCI in the presence of to form 2-methoxybenzaldehyde.

(c) The (2-bromo ethylene) cyclopentene reacts with KCN to form 3-cyclopentylidene propanenitrile.

(d) The phosphorus ylide reacts with cyclopentanone to form an alkene.

(e) The hydrate loses water molecule to form 1-phenylprop-2-en-1-one.

(f) The lactone can be reduced to tetrahydrofuran-2-ol. It undergoes hydrolysis to form an aldehyde.

(g) The hydrate lossed water molecule to form a ketone.

(h)  The 4-acetyl benzaldehyde reacts with phosphorus ylide to form an alkene.

Step 2 of 3

Chapter 18, Problem 47SP is Solved
Step 3 of 3

Textbook: Organic Chemistry
Edition: 8
Author: L.G. Wade Jr
ISBN: 9780321768414

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Solution: Show how you would accomplish the following