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

HRID 1195931Notes

Reaction equation

HRID 1195931 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

5

Reactant 4

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 6569Methyl Ethyl KetoneHCID 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. 139°-141° C.

Workup

  1. waitAfter standing over night
  2. filtrationwas filtered
  3. customThe product was crystallized from isopropanol, yield 0.2 g (30%), m.p. 139°-141° C.

Sources & evidence

ORD record
ord-f1b1fa0801bf483a8fe548f1efdb8fcf
Source dataset
uspto-grants-1992_05
Patent number
US05112861

Reaction notes

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