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2-(2-Methoxyethyl)phenylboronic acid synthesis

2synthesis methods
-

Yield:-

Reaction Conditions:

Stage #1: 2-(2-bromophenyl)ethyl methyl ether in tetrahydrofuran at -78; for 1 h;
Stage #2: Triisopropyl borate in tetrahydrofuran at -78 - 20; for 1 h;
Stage #3: with hydrogenchloride;water in tetrahydrofuran at 20;

Steps:

2.3

Step 3: [2-(2-methoxyethv0phenyl]boronic acid; To a solution of 2-(2-bromophenyl)ethyl methyl ether (V.2; 1 eq.) in THF (0.16M) at -780C was added n-buτyllithium (2.5M; 1.1 eq.). The reaction mixture was stirred for Ih at -780C then tri- i w?-propylborate (1.2 eq.) was added and the final mixture was allowed to warm slowly to room temperature and stirred for Ih. The reaction was quenched with the addition of aqueous HCl (IN) and extracted with EtOAc. The organic extract was washed with brine, dried over Na2SO4, filtered and concentrated to afford the desired material as a foam which was used as such.

References:

WO2009/23964,2009,A1 Location in patent:Page/Page column 34