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

HRID 1105927Notes

Reaction equation

HRID 1105927 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 withd 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 withd cold (-50 degrees C.) methanol
  5. customto remove tarry impurities
  6. customdried

Sources & evidence

ORD record
ord-4c188845daf540b6995c36beae3f340c
Source dataset
uspto-grants-1982_01
Patent number
US04310650

Reaction notes

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