week 11 isolation of an active drug extraction of

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Week 11 Isolation of an Active Drug Extraction of Acetaminophen from a T ylenol T ablet OH HN O Acetaminophen Paracetamol Pain Killers Active Indredients Tylenol: Acetaminophen Excedrin: Acetaminophen + Salicylic Acid + Caffeine O N-(4-hydroxyphenyl)acetamide O OH N N O N N OH Salicylic acid Aspirin 2-Hydroxybenzoic acid Caffeine 1,3,7-Trimethyl-1H-purine-2,6(3H,7H)-dione

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Page 1: Week 11 Isolation of an Active Drug Extraction of

Week 11 Isolation of an Active Drug

Extraction of Acetaminophen from a Tylenol Tablet

OH

HN O

Acetaminophen Paracetamol

Pain Killers Active Indredients

Tylenol: Acetaminophen

Excedrin: Acetaminophen + Salicylic Acid +

Caffeine

O N-(4-hydroxyphenyl)acetamide

O OH

N N

O N N

OH Salicylic acid Aspirin

2-Hydroxybenzoic acid

Caffeine 1,3,7-Trimethyl-1H-purine-2,6(3H,7H)-dione

Page 2: Week 11 Isolation of an Active Drug Extraction of

Tylenol vs

Excedrin

OH

HN

CH3

O

H H

H H

Exchangeable Hs. Broad singlets, hard to see unless sample very dry

solvent

Page 3: Week 11 Isolation of an Active Drug Extraction of

Experimental Procedure

You are working in pairs!

Page 4: Week 11 Isolation of an Active Drug Extraction of

Experimental Procedure

Page 5: Week 11 Isolation of an Active Drug Extraction of

Experimental Procedure

Page 6: Week 11 Isolation of an Active Drug Extraction of

Experimental Procedure

Simple Distillation + Claisen adapter!

!

Methanol: bp = 65 oC !

Boiling chips important for

smooth boiling (increase surface

area)

!

pear-shaped flask

!

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