ChemicalBook CAS DataBase List 2-Hydroxybenzophenone

2-Hydroxybenzophenone synthesis

12synthesis methods

Product Name:2-Hydroxybenzophenone
CAS Number:117-99-7
Molecular formula:C13H10O2
Molecular Weight:198.22

Preparation by Friedel–Crafts acylation of benzene in the presence of aluminium chloride,
? with 2-hydroxybenzoyl chloride (salicylic acid chloride), (52%), (39%), at temperature <60°;
? with o-anisoyl chloride. Demethylation occurred during the Friedel–Crafts acylation, especially in the presence of ferric chloride at 130–140°;
? with 2-ethoxybenzoyl chloride in a boiling water bath (42%).

108-86-1 Synthesis

108-86-1
496 suppliers
$10.00/5g

90-02-8 Synthesis

90-02-8
444 suppliers
$9.00/1g

117-99-7
153 suppliers
$10.00/500mg

Yield:117-99-7 81%

Reaction Conditions:

with tetrabutylammomium bromide;sodium hydroxide;palladium dichloride in water at 100; for 6 h;Green chemistry;

Steps:

General procedure for the preparation of 2-hydroxyarylketones from the reaction of 2-hydroxybenzaldehydes with aryl halides
General procedure: In a 50 mL round bottom flask equipped with a magnetic stirring bar, tetrabutylammonium bromide (0.5 mmol, 0.16 g) was added and heated at 100 °C to be melted. Then a mixture of PdCl₂ (3 mol%, 0.0053 g), aqueous NaOH (2.0 mmol, 0.08 g of NaOH dissolved in 2 mL H₂O), hydroxybenzaldehyde (1.0 mmol), and arylhalide (2.0 mmol) were added to molten tetrabutylammonium bromide. The progress of the reaction was monitored by TLC. After the appropriate reaction time, the mixture was cooled to room temperature and extracted with diethyl ether (3 × 5 mL). The organic layer was isolated and dried over anhydrous Na₂SO₄ and purified by column chromatography over silica gel using n-hexane/ethyl acetate as eluent to afford the highly pure desired products (Table 2).

References:

Nowrouzi, Najmeh;Motevalli, Somayeh;Tarokh, Dariush [Journal of Molecular Catalysis A: Chemical,2015,vol. 396,p. 224 - 230]

FullText

591-50-4 Synthesis