Hydrochloric Acid → HCID 54322027, compound

HRID 1607801Notes

Reaction equation

HRID 1607801 reaction equation
[CH3:1][C:2]([C:4]1[CH:5]=[CH:6][C:7]([OH:11])=[CH:8][C:9]=1[OH:10])=O.[OH-].[K+].[CH3:14][O:15][C:16]1[CH:17]=[CH:18][C:19]([CH:22]=[O:23])=[CH:20][CH:21]=1.Cl>C(O)C>[OH:10][C:9]1[CH:8]=[C:7]([OH:11])[CH:6]=[CH:5][C:4]=1[CH:2]=[CH:1][C:22]([C:19]1[CH:20]=[CH:21][C:16]([O:15][CH3:14])=[CH:17][CH:18]=1)=[O:23]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 69902',4'-DihydroxyacetophenoneHCID 14797Potassium HydroxideHCID 312444-Methoxybenzaldehyde

Product 1

HCID 54322027HCID 54322027, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
0 °C

Procedure

A mixture of 3.04 g (0.02 mole) of 2,4-dihydroxyacetophenone, 10 ml of 60% strength aqueous potassium hydroxide and 10 ml of ethanol is cooled to 0° C. 2.72 g (0.02 mole) of anisaldehyde are added with stirring and the reaction mixture is heated to 50° C. for 4 hours. The mixture is then poured into a 10% solution of hydrochloric acid. The precipitate formed is filtered off, washed three times with water and is dried. It is then taken up with ethyl acetate, is treated with animal charcoal and is filtered rapidly through silica with a 9/1 mixture of pentane and ethyl acetate. A yellow product is obtained.

Workup

  1. temperaturethe reaction mixture is heated to 50° C. for 4 hours
  2. customThe precipitate formed
  3. filtrationis filtered off
  4. washwashed three times with water
  5. customis dried
  6. additionis treated with animal charcoal
  7. filtrationis filtered rapidly through silica with a 9/1 mixture of pentane and ethyl acetate
  8. customA yellow product is obtained

Sources & evidence

ORD record
ord-50e7178996e243e4a58a27690e9f7f93
Source dataset
uspto-grants-1989_09
Patent number
US04867964

Reaction notes

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