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1(2H)-Phthalazinone, 2-(2-propyn-1-yl)- synthesis

3synthesis methods
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Yield:371954-61-9 51%

Reaction Conditions:

Stage #1: phthalazonewith sodium ethanolate in ethanol;N,N-dimethyl-formamide; for 0.25 h;
Stage #2: propargyl bromide in ethanol;N,N-dimethyl-formamide;toluene at 20; for 48 h;

Steps:

116 Synthesis of alkyne 116

[0322] General procedure: To a mixture ofphthalazone in anhydrous DMF (270mL), NaOEt (21% w/w solution in EtOH, 51 mL, 137 mmol) was added. After 15 min,propargyl bromide (80% solution in toluene, 14.8 mL, 20.4 g, 137 mmol) was added and thereaction mixture was stirred at r.t. for 2 days. After evaporation, the residue was stirred withhot H20 (3 L), cooled down and the product was filtered (51%).

References:

WO2014/205414,2014,A1 Location in patent:Paragraph 0322