Hydrochloric Acid → (2,4-Dihydroxyphenyl)(4-methoxyphenyl)methanone

HRID 1902378Notes

Reaction equation

HRID 1902378 reaction equation
[Cl-].[Al+3].[Cl-].[Cl-].[C:5](Cl)(=[O:14])[C:6]1[CH:11]=[CH:10][C:9]([O:12][CH3:13])=[CH:8][CH:7]=1.[C:16]1([CH:23]=[CH:22][CH:21]=[C:19]([OH:20])[CH:18]=1)[OH:17].[N+](C1C=CC=CC=1)([O-])=O.Cl>>[OH:17][C:16]1[CH:18]=[C:19]([OH:20])[CH:21]=[CH:22][C:23]=1[C:5]([C:6]1[CH:11]=[CH:10][C:9]([O:12][CH3:13])=[CH:8][CH:7]=1)=[O:14]

Participants

6

Reactant 5

HCID 313Hydrochloric AcidHCID 5054ResorcinolHCID 7416NitrobenzeneHCID 7477p-Anisoyl chlorideHCID 6451240Aluminum(III) Chloride

Product 1

HCID 350227(2,4-Dihydroxyphenyl)(4-methoxyphenyl)methanone

Procedure

Aluminum chloride (48 gm, 0.36 moles) was added gradually, with stirring to a mixture of 31 grams (0.18 moles) of anisoyl chloride, 19.82 grams (0.18 moles) of resorcinol and 300 ml. of dry nitrobenzene during 60 minutes. Sixty hours later the reaction mixture was poured on 200 grams of ice and 100 ml. of concentrated hydrochloric acid. After removal of the nitrobenzene with steam the residual crystalline solid product was washed with water and collected. The cake was then washed with cold (-50 degrees C.) methanol to remove tarry impurities and dried.

Workup

  1. customAfter removal of the nitrobenzene with steam the residual crystalline solid product
  2. washwas washed with water
  3. customcollected
  4. washThe cake was then washed with cold (-50 degrees C.) methanol
  5. customto remove tarry impurities
  6. customdried

Sources & evidence

ORD record
ord-de628b52260040a59e0b4e5dcd7f0d9d
Source dataset
uspto-grants-1982_12
Patent number
US04362895

Reaction notes

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