1-Acetyl-4-(4-hydroxyphenyl)piperazine Synthesis

1-Acetyl-4-(4-hydroxyphenyl)piperazine synthesis

As a crystalline compound, it is an intermediate of ketoconazole. It is harmful to ingestion and can irritate the eyes, respiratory system and skin, so take precautions during use.

Category: Intermediates/Pharmaceutical intermediates

CAS NO: 67914-60-7

EC NO: 267-744-8

Molecular Formula: C12H16N2O2

Molecular Weight: 220.2676

Specification: in-house

Chemical properties

Melting point : 180-185 °C (lit.)

Boiling point : 361.21°C (rough estimate)

Density : 1.1115 (rough estimate)

Refractive index : 1.6000 (estimate)

Storage conditions : -20°C Freezer

Form: Powder

Color: White to slightly pink or beige

Water solubility : 4.3 g/L (20 oC)

Synonyms:

4-(4-acetylpiperazin-4-yl)phenol; 1-Acetyl-4-(4hydroxyphenyl)piperazine;

4-(4-Acetyl-1-piperaino)phenol; Tetraethoxy C methyl propane;

1-[4-(4-hydroxyphenyl)piperazin-1-yl]ethanone; 4-(1-Acetylpiperazin-4-yl)phenol;

Use

For the synthesis of the drug ketoconazole, itraconazole.

production method 

The piperazine hexahydrate can be first condensed with p-nitrochlorobenzene to form 1-(4-nitrophenyl)piperazine. It is then reacted with acetic anhydride to give 1-acetyl-4-(4-nitrophenyl)piperazine which is reduced, diazotized and hydrolyzed by the nitro group.

Storage method

Store in a sealed container and store in a cool, dry place. Store away from oxidizing agents.

Molecular Structure: