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65214-43-9

3-[(2-aminophenyl)amino]propan-1-ol synthesis

3synthesis methods
-

Yield:65214-43-9 99%

Reaction Conditions:

with palladium 10% on activated carbon;hydrogen in methanol; for 6 h;Inert atmosphere;

Steps:

1 Preparation of 3-(2-aminoanilino)propan-1-ol, (3).

To a IL round-bottomed flask was added (2) (20.0 g, 102.0 mmol) and MeOH (300 mL). The mixture was degassed and put under a nitrogen atmosphere. Carefully 10% Pd/C (2.2 g) was added and after degassing 3 times with nitrogen, a balloon filled with hydrogen gas was added. The balloon was refilled with hydrogen gas as needed. After stirring for 6 h, the reaction mixture was filtered through a pad of Celite, which was washed with MeOH (200 mL). The filtrate was concentrated under reduced pressure providing (3) (16.6 g, 98% yield) as a brown sticky oil. A second batch (50 g, 254.8 mmol) was done with the same procedure, which provided (3) (41.7 g, 99% yield). The material was used in the next step with out further purification.

References:

WO2022/82305,2022,A1 Location in patent:Paragraph 000171; 00273