2 NaH CN O C13H16N2 phenylacetonitrile meperidine

Introduction to General, Organic and Biochemistry
11th Edition
ISBN:9781285869759
Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Chapter20: Carbohydrates
Section: Chapter Questions
Problem 20.74P
icon
Related questions
Question

A key step in the synthesis of the narcotic analgesic meperidine (trade
name Demerol) is the conversion of phenylacetonitrile to X. (a) What is
the structure of X? (b) What reactions convert X to meperidine ?

2 NaH
CN
O
C13H16N2
phenylacetonitrile
meperidine
Transcribed Image Text:2 NaH CN O C13H16N2 phenylacetonitrile meperidine
Expert Solution
Step 1

The total transformation mechanism is given below - 

steps

Step by step

Solved in 2 steps with 1 images

Blurred answer
Knowledge Booster
Representations of Organic Compounds
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Recommended textbooks for you
Introduction to General, Organic and Biochemistry
Introduction to General, Organic and Biochemistry
Chemistry
ISBN:
9781285869759
Author:
Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher:
Cengage Learning
Pushing Electrons
Pushing Electrons
Chemistry
ISBN:
9781133951889
Author:
Weeks, Daniel P.
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9781305580350
Author:
William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:
Cengage Learning
Chemistry: Principles and Practice
Chemistry: Principles and Practice
Chemistry
ISBN:
9780534420123
Author:
Daniel L. Reger, Scott R. Goode, David W. Ball, Edward Mercer
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9781305080485
Author:
John E. McMurry
Publisher:
Cengage Learning
Chemistry
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning