ChemicalBook CAS DataBase List 3',5'-DICHLORO-4'-HYDROXYACETOPHENONE

3',5'-DICHLORO-4'-HYDROXYACETOPHENONE synthesis

7synthesis methods

Product Name:3',5'-DICHLORO-4'-HYDROXYACETOPHENONE
CAS Number:17044-70-1
Molecular formula:C8H6Cl2O2
Molecular Weight:205.04

Preparation by Fries rearrangement of 2,6-dichlorophenyl acetate with aluminium chloride without solvent at 140–150°.

3336-41-2 Synthesis

3336-41-2
171 suppliers
$9.00/1g

17044-70-1
62 suppliers
$80.00/2 g

Yield:-

Steps:

Multi-step reaction with 3 steps
1: 1.) K₂CO₃, 2.) 2.5 N NaOH / 1.) DMF, 55 deg C, 1 8 h, 2.) methanol, reflux, 4 h
2: 1.) thionyl chloride, 2.) triethylamine / 1.) DMF, reflux, 4 h, 2.) RT, overnight
3: methylmagnesium bromide / tetrahydrofuran; diethyl ether / 3 h / Ambient temperature

References:

Huang, Horng-Chih;Li, James J.;Garland, Danny J.;Chamberlain, Timothy S.;Reinhard, Emily J.;Manning, Robert E.;Seibert, Karen;Koboldt, Carol M.;Gregory, Susan A.;Anderson, Gary D.;Veenhuizen, Amy W.;Zhang, Yan;Perkins, William E.;Burton, Earl G.;Cogburn, J. Nita;Isakson, Peter C.;Reitz, David B. [Journal of Medicinal Chemistry,1996,vol. 39,# 1,p. 253 - 266]