Propranolol 3

Question 1

Step 1 synthesis of Propranolol………

Answer 1

1-naphtol reacts with 3- Bromo propanol to form an ETHER
the reagent used is NaOH
see slide 3 for further details

Question 2

Step 2 Synthesis of Propranolol…..

Answer 2

oxidation reaction occurs
the oxidizing agent used is IBX - 2-Iodoxybenzoic acid
IBX oxidizes Alcohols to Aldehyde
The polar solvent used - DMSO - Dimethyl Sulfoxide
See slide 4 for further details

Question 3

Step 3a Synthesis of Propranolol, Aldehyde reacts with Nitroso benzene to produce…………

Answer 3

An optically active alpha-hydroxy carbonyl compound

Question 4

The catalyst used in step 3a synthesis of propranolol is called?

Answer 4

L- Proline

Question 5

The reduction of an alpha-hydroxy carbonyl to OH in step 3b of Propranolol synthesis is carried out by which reducing agent

Answer 5

NaBH4

see SLIDE 4

Question 6

Name the two solvents used in Step 3b

Answer 6

CH3CN and MeOH

Question 7

In step 4 Synthesis of Propranol, the aldehyde is reduced to Alcohol using which reducing agent, catalyst, and solvent?

Answer 7

Reducing agent- Hydrogen gas (H2)
The catalyst used - Palladium/PD and Carbon
The solvent used - MeOH

Question 8

The reaction that occurs in step 5 of propanol synthesis is called?

Answer 8

Mitsonubu Reaction

Question 9

Name two reagents used in Step 5 of Propronalol synthesis to convert a molecule with 2 OH groups to an epoxide/oxirane ring

Answer 9

PPh3 ( Triphenylphosphine)
DIAD (Diisopropyl azodicarboxylate)

See slide 5

Question 10

DIAD forms and oxidizes what?

Answer 10

forms epoxide

and oxidises PPh3 to PPh3O

Question 11

The solvent used in Step 6 synthesis of Propranolol is called?

Answer 11

Dichloromethane (CH2CL2)

Question 12

Epoxide reacts with Isoproylamine to produce

Answer 12

Propranolol