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ChemicalBook CAS DataBase List 5,6,7,8-Tetrahydronaphthalene-1-carboxylic acid

5,6,7,8-Tetrahydronaphthalene-1-carboxylic acid synthesis

9synthesis methods
-

Yield:4242-18-6 74.3%

Reaction Conditions:

with hydrogen;acetic acid;palladium 10% on activated carbon at 80 - 85; under 2942.29 - 3677.86 Torr;

Steps:

1.i
EXAMPLE 1 : Preparation of palonosetron hydrochloride.Step (i): Preparation of 5,6, 7,8-tetrahydro-1 -naphthalene carboxylic acid (formula II).1 -Naphthoic acid (50 g) and acetic acid (300 ml_) are charged into a hydrogenation flask, and 10% Pd/C (50% wet; 10 g) is added. The reaction vessel is flushed twice with hydrogen gas. Hydrogen pressure of 4-5 Kg/cm2 is applied, and the mass is heated to 80-850C. The mass is maintained at this temperature and pressure until completion of the reaction. After completion of the reaction, stirring is stopped, the catalyst is allowed to settle, and the hydrogen pressure is released. The mass is filtered at 80-850C and washed with acetic acid (100 ml_). The filtrate is charged into a round bottom flask and water (400 ml_) is added slowly at 35°C over about 30-60 minutes. The mass is stirred at 25-35°C for 30-60 minutes, filtered, the solid washed with water (2χ100 ml_) and the product obtained is dried at 70-750C. Yield: 38 g (74.3%). Purity by HPLC: 99.54%.

References:

DR. REDDY'S LABORATORIES LTD.;DR. REDDY'S LABORATORIES, INC.;KATKAM, Srinivas;SAGYAM, Rajeshwar Reddy;SUNKARA, Vishnuvardhan;MUNAGALA, Sridhar;MUTTAVARAPU, Murali Mohan WO2010/56656, 2010, A2 Location in patent:Page/Page column 20-21

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