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1-(2-hydroxy-5-nitrophenyl)propan-1-one synthesis

5synthesis methods
Preparation by Friedel–Crafts acylation of p-nitrophe-nol with propionyl chloride in nitrobenzene in the presence of aluminium chloride (36%)
Also obtained by Fries rearrangement of p-nitrophenyl propionate (m.p. 63–64°) in nitrobenzene in the presence of aluminium chloride at 125° for 5 h (23%)
Preparation by reaction of boron trichloride with 2-methoxy-5-nitropropiophe-none in methylene chloride, first at ?78°, then at r.t. for 14 h (92%). Also obtained by nitration of o-hydroxypropiophenone (23%), in acetic acid with fuming nitric acid, first at 0°, then at 60°
Also obtained by alkaline hydrolysis of 3-methyl-6-nitrochromone (m.p. 147–148°) (85%).
1-(2-Methoxy-5-nitrophenyl)-1-propanone

682320-25-8
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Yield:55805-95-3 92%

Reaction Conditions:

with boron trichloride in dichloromethane at -78 - 20; for 14 h;

References:

Zhong, Zhenlin;Snowden, Timothy S.;Best, Michael D.;Anslyn, Eric V. [Journal of the American Chemical Society,2004,vol. 126,# 11,p. 3488 - 3495]