2-(2-AMINO-5-BROMOPHENYL)PROPAN-2-OL synthesis
- Product Name:2-(2-AMINO-5-BROMOPHENYL)PROPAN-2-OL
- CAS Number:304853-89-2
- Molecular formula:C9H12BrNO
- Molecular Weight:230.1
29124-56-9
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Yield:304853-89-2 88 %
Reaction Conditions:
in tetrahydrofuran at 0 - 20;Inert atmosphere;
Steps:
4 Synthesis of 2-(2-amino-5-bromophenyl) propan-2-ol 10
To a stirred solution of 9 (10.0 g, 1.0 eq) in THF (100 mL) was added 2M methyl magnesium bromide (5.0 eq) solution slowly drop wise over a period of lh at 0 °C under nitrogen atmosphere. The reaction mixture was warmed to room temperature and stirred for 2 h. After consumption of starting material (by TLC), the reaction mixture was cooled to 0 °C and quenched with saturated ammonium chloride solution. The organic layer was separated and the aqueous layer was extracted with ethyl acetate twice (2 x 100 mL). The combined organic layer was dried over sodium sulphate and evaporated under reduced pressure to obtain crude compound. The crude compound was purified by column chromatography to yield 10 (9.5 g, 88%) as a brown solid (low melting solid).lE NMR (CDCh, 500 MHz): d 7.20 (d, 1H), 7.14-7.12 (m, 1H), 6.51 (d, 1H), 4.69 (bs, 2H), 1.64 (s, 6H).
References:
WO2023/278816,2023,A1 Location in patent:Paragraph 00500
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