Hydrochloric Acid → 1-(2-Hydroxy-4,6-dimethylphenyl)-1-butanone

HRID 27863Notes

Reaction equation

HRID 27863 reaction equation
C([O:6][C:7]1[CH:12]=[C:11]([CH3:13])[CH:10]=[C:9]([CH3:14])[CH:8]=1)(=O)CCC.[Cl-].[Al+3].[Cl-].[Cl-].Cl>>[C:7]([C:12]1[C:11]([CH3:13])=[CH:10][C:9]([CH3:14])=[CH:8][C:7]=1[OH:6])(=[O:6])[CH2:8][CH2:9][CH3:10]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 532286Butyric acid, 3,5-dimethylphenyl esterHCID 6451240Aluminum(III) Chloride

Product 1

HCID 42010061-(2-Hydroxy-4,6-dimethylphenyl)-1-butanone

Conditions

Temperature
70 °C

Procedure

180 g. of 1-butyryloxy-3,5-dimethyl-benzene are treated at room temperature with 340 g. of aluminium chloride. The mixture is stirred for 4 hours at 90°-95° C., then cooled at 70° C., poured onto ice and 3 n aqueous hydrochloric acid and extracted with ether. The ether extract is washed with water to neutral reaction, dried over sodium sulfate and evaporated. There is obtained 2-butyryl-3,5-dimethyl-phenol, which melts at 48°-52° C. after recrystalization from petroleum ether.

Workup

  1. extractionextracted with ether
  2. extractionThe ether extract
  3. washis washed with water to neutral reaction
  4. dry with materialdried over sodium sulfate
  5. customevaporated

Sources & evidence

ORD record
ord-7b6b60685f2948448f8d8bfc625bcea0
Source dataset
uspto-grants-1980_09
Patent number
US04224244

Reaction notes

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