ChemicalBook CAS DataBase List 4-Chloro-4'-hydroxybenzophenone

4-Chloro-4'-hydroxybenzophenone synthesis

11synthesis methods

Product Name:4-Chloro-4'-hydroxybenzophenone
CAS Number:42019-78-3
Molecular formula:C13H9ClO2
Molecular Weight:232.66

Preparation by Fries rearrangement of phenyl p-chloro-benzoate,
? in the presence of aluminium chloride, without solvent, at 160° for 5 min, between 120° and 160° (good yield) or at 130° for 1 h, then at 160° for 1 h (10%) or in refluxing chlorobenzene for 10 h (52%);
? in the presence of trifluoromethanesulfonic acid at 45–55° (94%).

623-03-0 Synthesis

623-03-0
477 suppliers
$6.00/25g

108-95-2 Synthesis

108-95-2
764 suppliers
$14.00/25g

42019-78-3
519 suppliers
$24.00/10g

Yield:42019-78-3 88.2%

Reaction Conditions:

Stage #1:4-Cyanochlorobenzene;phenol with hydrogenchloride;zinc(II) chloride in 1,2-dichloro-ethane at 90;
Stage #2: with hydrogenchloride;water in 1,2-dichloro-ethane at 20; for 5 h;Reflux;Temperature;

Steps:

2 Example 2
Dichloroethane 600ml, phenol 120g, p-chlorobenzonitrile 146g, were added to the reactor. 25 g of anhydrous zinc chloride and 8 g of Amberlyst 15 resin produced by Dow Chemical, Stirring, temperature control at 90°C, continuous introduction of dry hydrogen chloride gas, During the ventilation process, the material in the gap is tested for reaction until complete reaction to chlorobenzonitrile. Cool to room temperature and add 500ml of a 30% strength aqueous solution of hydrochloric acid and heat up to reflux. Reaction 5h, until the intermediate is hydrolyzed, then cooled to room temperature, layered, washed with water, Dichloroethane is recovered in the organic layer, The residue was dissolved in 250 ml of a 15% aqueous sodium hydroxide solution. Decolorization with activated charcoal 8g, acid precipitation, suction filtration, Drying to give a pale yellow solid is 4-chloro-4'-hydroxybenzophenone. The content was 99.2% and the yield was 88.2%.

References:

Jiangsu Bandung Technology Co., Ltd.;Wu Yongcai CN107793303, 2018, A Location in patent:Paragraph 0014-0016

10547-60-1 Synthesis