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ChemicalBook CAS DataBase List 1,1-diMethyl-2,3-dihydro-1H-inden-5-aMine
64278-19-9

1,1-diMethyl-2,3-dihydro-1H-inden-5-aMine synthesis

3synthesis methods
-

Yield:64278-19-9 44%

Reaction Conditions:

with methanesulfonic acid;10 wt% Pd(OH)2 on carbon;hydrogen in methanol; under 2585.81 Torr; for 1.5 h;

Steps:

14.b

In a Parr shaker flask containing 3,3-dimethyl-6-nitro-1-indanone (1.0 g, 4.8 mmol) and palladium hydroxide on carbon (Pd(OH)2, 20% by weight, 0.52 g) in methanol (2 mL) and methane sulfonic acid (MeSO3H, 0.4 mL, 6.2 mmol) was hydrogenated at 50 psi for 1.5 h. The reaction mixture was diluted with methanol and filtered through a pad of Celite. The filtrate was concentrated in vacuo and the resulting crude residue was purified by flash chromatography (SiO2, 100% ethyl acetate) to give the desired product (0.34 g, 2.1 mmol, 44%).

References:

US2013/225580,2013,A1 Location in patent:Paragraph 0160; 0162