Water → 4-Hydroxy-5-methyl-2,3-dihydro-1H-inden-1-one

HRID 1099364Notes

Reaction equation

HRID 1099364 reaction equation
[CH3:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[O:10][C:9](=[O:12])[CH2:8][CH2:7]2.[Cl-].[Cl-].[Cl-].[Al+3].O>CO>[OH:10][C:11]1[C:2]([CH3:1])=[CH:3][CH:4]=[C:5]2[C:6]=1[CH2:7][CH2:8][C:9]2=[O:12]

Participants

5

Reactant 3

HCID 962WaterHCID 6451240Aluminum(III) ChlorideHCID 235130958-Methyl-3,4-dihydrocoumarin

Product 1

HCID 668122914-Hydroxy-5-methyl-2,3-dihydro-1H-inden-1-oneYield 67.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
177.5 °C

Procedure

The mixture of 8-Methyl dihydrocoumarin (20 gm, 0.123 mole) and Aluminum trichloride (49.3 gm, 0.370 mole) was stirred for 2 hours at 175-180° C. To the reaction mixture, water (250 ml) was added slowly and stirred for an hour. Further it was filtered and obtained solid was stirred in Methanol (60 ml). Finally the suspension was filtered and obtained solid was dried under vacuum to give 13.5 gm of desired product as a solid.

Workup

  1. stirringstirred for an hour
  2. filtrationFurther it was filtered
  3. customobtained solid
  4. filtrationFinally the suspension was filtered
  5. customobtained solid
  6. customwas dried under vacuum

Sources & evidence

ORD record
ord-f105ea3273554756870b6bc372ab8aa1
Source dataset
uspto-grants-2012_03
Patent number
US08143424B2

Reaction notes

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