Hydrochloric Acid → 4-(3,4-Dihydroxy-5-nitrophenyl)-3-methylbut-3-en-2-one

Reaction equation

[OH:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([N+:11]([O-:13])=[O:12])[C:9]=1[OH:10])[CH:5]=O.Cl.CCOCC.[CH3:20][C:21](=[O:24])[CH2:22][CH3:23]>>[OH:1][C:2]1[CH:3]=[C:4]([CH:5]=[C:22]([CH3:23])[C:21](=[O:24])[CH3:20])[CH:7]=[C:8]([N+:11]([O-:13])=[O:12])[C:9]=1[OH:10]

Participants

Reactant 4

HCID 313Hydrochloric Acid

HCID 3283Diethyl Ether

HCID 6569Methyl Ethyl Ketone

HCID 57489573,4-Dihydroxy-5-nitrobenzaldehyde

Product 1

HCID 540099494-(3,4-Dihydroxy-5-nitrophenyl)-3-methylbut-3-en-2-one

Procedure

A solution containing 0.5 g of 3,4-dihydroxy-5-nitrobenzaldehyde in 2.0 ml of butanone was saturated with gaseous hydrogen chloride. After standing over night ether was added to the solution and it was filtered. The product was crystallized from isopropanol, yield 0.2 g (30%), m.p.