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58743-80-9

1-(4-Bromophenyl)-4-ethoxybenzene synthesis

9synthesis methods
-

Yield:58743-80-9 91%

Reaction Conditions:

in water;acetone;

Steps:

212 Example 212

Example 224 and Example 225 STR296 Step 1--Preparation of Ethyl 4-(4-bromophenyl) phenyl ether. To a solution of 4-(4-bromophenyl)-phenol (4.06 g, 16.3 mmol) in acetone (30 mL) at room temperature, was added 4.5 eq K2 CO3 (4.0M, 18 mL, 73.3 mmol) in water and 4.0 eq Iodoethane (5.26 mL, 65.2 mmol). The reaction mixture was stirred overnight, and heated to reflux for 6 hrs. The product was crystallized out of the solution, and filtered. The crude product was recrystallized from hexane to provide ethyl 4-(4-bromophenyl) phenyl ether (4.1 g, 91%) as an white crystal. 1 H NMR (CDCl3) δ 7.53 (d, J=8.83 Hz, 2H), 7.47 (d, J=6.62 Hz, 2H), 7.41 (d, J=8.46 Hz, 2H), 6.96 (d, J=8.82 Hz, 2H), 4.07 (q, J=6.99 Hz, 2H), 1.44 (t, J=6.99 Hz, 3H).

References:

US5886022,1999,A