1H-Inden-1-amine,2,3-dihydro-6-methyl-(9CI) synthesis

Yield:-

Reaction Conditions:

Stage #1: 2,3-dihydro-6-methyl-1H-inden-1-onewith ammonium acetate;sodium cyanoborohydride in isopropyl alcohol; for 16 h;Heating / reflux;
Stage #2: with sodium hydroxide in water;isopropyl alcohol at 20;

Steps:

A

6-Methyl-indan-l-one, (Intermediate 2) (3.0 g, 20.0 mmol) in isopropanol (20 mL) was treated with sodiumcyanoborohydride(9.01 g, 143.5 mmol) and ammonium acetate (47.4 g, 615 mmol) and the reaction was refluxed for 16 hours. The mixture was cooled to room temperature and basified with sodium hydroxide (10 mL). The residue was isolated in a typical aqueous workup to give, 6-methyl-indan- 1-ylamine (Intermediate 3).

References:

WO2009/23757,2009,A1 Location in patent:Page/Page column 12-13