P-hydroxyacetophenone (P-hydroxyacetophenone)

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P-hydroxyacetophenone

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1-(4-hydroxyphenyl)ethanone
4'-Hydroxyacetophenone
Ethanone, 1-(4-hydroxyphenyl)-

+Expand -Stow

99-93-4

C8H8O2

136.148

2914509090

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Nature Description

White Crystal

1.109

147-148?°C3?mmHg(lit.)

132-135?°C(lit.)

166°C

10g/L(22℃)

1.55773(109oC)

10g/L(22℃)

Product Applications

Used for manufacturing cholagogic drugs and other organic synthetic raw materials.

Production method

It is obtained by acylation and transposition of phenol. Mix phenol and acetyl chloride and heat slowly until hydrogen chloride stops escaping to obtain coarse phenyl acetate. Add nitrobenzene, put aluminum trichloride under cooling, and stir at room temperature for 2-3 hours. Then pour into cold water and add 1:3 hydrochloric acid until clear. Extract with ether, then recover ether from the extract, and then perform steam distillation. Nitrobenzene and its byproduct O-hydroxyacetophenone are steamed out at any time by steam, and p-hydroxyacetophenone is left in the residue. Extract the residue with ether, recover ether aftercooling Crystal, then obtain the crude product, and re-crystallize with water is the finished product. In the above acylation operation, acetic anhydride can be used instead of acetyl chloride, and phenol and acetic anhydride can be heated and refluxed for 3 hours to generate phenyl acetate, with a yield of about 83%. Under the action of aluminium trichloride, the transfer can also be done without solvent. In addition, P-hydroxyacetophenone can also be prepared by diazotization and hydrolysis of p-aminoacetophenone with sodium nitrite.