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Methyl 2-(2-iodophenyl)acetate synthesis

12synthesis methods
-

Yield: 100%

Reaction Conditions:

in methanol;diethyl ether;dichloromethane at 0; for 1 h;

Steps:

23
Methyl(2-iodophenyl)acetate (23- 1). Trimethylsilyl diazomethane (15.3 ml, 30.6 mmol, 2.0 M in diethyl ether) was added dropwise to a stirred, cooled O0C solution of (2-iodophenyl)acetic acid (4.0 g, 15.3 mmol) and MeOH (10 ml) in CH2CI2 (50 ml) and the solution was stirred at 0 0C for 1 hour. The yellow solution was purged with nitrogen for 10 minutes. The solvent removed in vacuo and the residue was azeotroped with THF (3 x 25 ml) to afford 4.2 g, 100 % of 23-l as a yellow oil.

References:

MERCK & CO., INC. WO2008/51532, 2008, A1 Location in patent:Page/Page column 46