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Agomelatine Acetic Acid synthesis

3synthesis methods
-

Yield:63319-95-9 72%

Reaction Conditions:

with potassium hydroxide in tert-butyl alcohol at 85 - 90; for 2 h;

Steps:

I.A Examples Example-I- Preparation of N-[2-(7-methooxynaphthyk)ethyl]acetamide A. Preparation of 2-(7-methoxy-1 ,2,3,4,-tetrahydro -1 -naphthylidine) acetic acid

A mixture of 7-methoxy-1 -tetralone (100g), tri ethyl phosphono acetate (184.48 g) and ter. Butanol (200 ml) was stirred at ambient temperature. Potassium tert. butoxide (95.51 g) was added portion wise to the stirred solution and the reaction mixture was heated at 85 to 90 °C for three hours. Potassium hydroxide (44. 57 g) was added to the reaction mixture and stirred for 2 hrs at 85 to 90°C. The solvent was distilled out completely under vacuum; 500 ml water was added to the residue. The mixture was cooled 10-15 ° C and acidified with cone. HCI, the precipitate was isolated and purified by toluene. There was thus obtained 2-(7-methoxy-1 ,2,3,4,-tetrahydro -1 -naphthylidine) acetic acid (yield 72%, HPLC purity 98%).

References:

WO2014/1939,2014,A1 Location in patent:Page/Page column 16

27533-69-3 Synthesis
2-(7-Methoxy-3,4-dihydronaphthalen-1-yl)acetic acid

27533-69-3
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Agomelatine Acetic Acid

63319-95-9
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