2-AMINO-2-(2,3-DICHLOROPHENYL)ETHAN-1-OL synthesis

Yield:1184805-38-6 91%

Reaction Conditions:

Stage #1: amino(2,3-dichlorophenyl)acetic acidwith borane-THF in tetrahydrofuran at 20;
Stage #2: with water in tetrahydrofuran;
Stage #3: with sodium hydroxide in tetrahydrofuran;water; pH=9 - 10;

Steps:

175A

Example 175A 2-Amino-2-(2,3-dichlorophenyl)ethanol Quantities of 1.0 g (4.54 mmol) of amino-(2,3-dichlorophenyl)acetic acid and 18.18 ml (18.18 mmol) of borane-THF complex (1M solution in THF) were stirred together at RT until the reaction was complete. For work-up, pieces of ice were added. After the end of the evolution of gas, the mixture was adjusted to a pH of 9-10 using 1M aqueous sodium hydroxide solution, and extracted three times with tert-butyl methyl ether. The combined organic phases were dried over sodium sulphate, filtered and freed from the solvent on a rotary evaporator. Drying in an HV gave 880 mg (91% of theory) of the title compound. LC/MS [Method 5]: R_t=0.39 min; m/z=206 and 208 (M+H)⁺.

References:

US2010/261771,2010,A1 Location in patent:Page/Page column 64