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ChemicalBook CAS DataBase List [4-(2-Chloroethoxy)phenyl](4-hydroxyphenyl)Methanone

[4-(2-Chloroethoxy)phenyl](4-hydroxyphenyl)Methanone synthesis

3synthesis methods
-

Yield:1215295-57-0 85%

Reaction Conditions:

with boron tribromide in dichloromethane at 0 - 20; for 4 h;

Steps:

44.C Step C: (4-(2-chloroethoxy)phenyl)(4-hydroxyphenyl)methanone

To a stirred solution of (4-(2-chloroethoxy)phenyl)(4-methoxyphenyl)methanone (20 g, 1.0 eq) in 150 mL CH2CI2 was added BBr3 (52 g, 3.0 eq) dropwise at 0 °C. The reaction was stirred for 4 h at rt, then quenched with 500 mL ice water. The suspension was filtered and washed with water to give the product (16 g, 85%). :H NMR (400 MHz, DMSO- ) δ 10.36 (s, 1H), 7.69 (dd, J = 6.8 Hz, 2.0 Hz, 2H), 7.64 (dd, J = 6.8 Hz, 2.0 Hz, 2H), 7.11 (dd, J = 7.2 Hz, 2.0 Hz, 2H), 6.90 (dd, J = 6.8 Hz, 2.0 Hz, 2H), 4.38 (t, J = 5.2 Hz, 2H), 4.01 (t, J = 5.2 Hz, 2H).

References:

WO2013/97773,2013,A1 Location in patent:Paragraph 0255