Hydrazine hydrate (1:1) → 4-(7-Methoxy-indan-4-yloxy)-3,5-dimethyl-1H-pyrazole

Participants

Reaction Conditions

Reaction Steps

To the suspension of 60% Sodium hydride (2.0 gm, 0.051 moles) in Tetrahydrofuran (20 ml) added a solution of 7-Methoxyindan-4-ol (7.0 gm, 0.042 mole) in Tetrahydrofuran (30 ml) at room temperature. After one hour stirring a solution of 3-Chloro 2,4-pentanedione (9.0 ml, 0.075 mole) in Tetrahydrofuran (20 ml) was added followed by addition of Potassium bromide (3.0 gm, 0.025 mole). The reaction mixture was stirred at 70° C. for 6 hours. The water was added and extracted with Diethyl ether. The Ether layer was separated and distilled off to give an oily mass which was partially purified through a column using 2% Ethyl acetate in Hexane to give crude mass (2.7 gm). The obtained crude mass was stirred with Hydrazine hydrate (1 ml) in 20 ml Ethanol at 10° C. Ethanol was evaporated to dryness. The obtained residue was partitioned between water and Ethyl acetate. The separated Ethyl acetate layer was dried over Sodium sulphate and distilled off to give desired product (2.0 gm).

Provenance & Evidence