ChemicalBook CAS DataBase List 4,4'-Dimethoxybenzophenone

4,4'-Dimethoxybenzophenone synthesis

12synthesis methods

Product Name:4,4'-Dimethoxybenzophenone
CAS Number:90-96-0
Molecular formula:C15H14O3
Molecular Weight:242.27

btained by photocatalytic oxidation of 4,4–′-dimethoxybenzhydrol (m.p. 69–71°) catalyzed by H3PW12O40/SiO2 in acetonitrile under oxygen atmosphere at r.t. for 1 h (90%).

611-99-4 Synthesis

611-99-4
426 suppliers
$6.00/5g

74-88-4
341 suppliers
$15.00/10g

90-96-0
360 suppliers
$22.00/25g

Yield:90-96-0 83%

Reaction Conditions:

Stage #1:4,4'-Dihydroxybenzophenone with sodium hydride in N,N-dimethyl-formamide at 0; for 0.5 h;Williamson Ether Synthesis;
Stage #2:methyl iodide in N,N-dimethyl-formamide at 20; for 16 h;Williamson Ether Synthesis;

Steps:

General procedure for the synthesis of allenes
General procedure: Bis(4-hydroxyphenyl)methanone (1.0 g, 1.0 equiv, 4.6 mmol) was added to an oven-dried 50 mL roundbottom flask equipped with a stir bar. Dry DMF (15 mL) was added and mixture was cooled to 0 C.Sodium hydride (4.48 g, 4.00 equiv, 18.7 mmol) was slowly added and the reaction was stirred at 0 C.After 30 min, methyl iodide (870 L, 3.0 equiv, 14 mmol) was added and the reaction was stirredovernight. After the reaction was complete, water (10 mL) was added and the reaction mixture wasextracted with ethyl acetate (3 x 50 mL). The organic layer was washed with brine and dried over sodiumsulfate. The solvent was removed in vacuo to give a yellow powder. The reaction was purified on silica(15percent EtOAc in hexanes) to give the aryl ether as a white solid (937 mg, 3.87 mmol, 83percent).

References:

Gates, Ashley M.;Santos, Webster L. [Synthesis,2019,vol. 51,# 24,p. 4619 - 4624] Location in patent:supporting information

FullText