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

HRID 389312Notes

Reaction equation

HRID 389312 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-315445d0dd5c4e439bf36c7c5047aa8d
Source dataset
uspto-grants-2013_02
Patent number
US08378118B2

Reaction notes

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