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

HRID 1974683Notes

Reaction equation

HRID 1974683 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-84ad43ef5efc4fcc9715948ed08549b6
Source dataset
uspto-grants-1994_02
Patent number
US05283352

Reaction notes

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