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

HRID 1099365Notes

Reaction equation

HRID 1099365 reaction equation
[OH:1][C:2]1[C:10]([CH3:11])=[CH:9][CH:8]=[C:7]2[C:3]=1[CH2:4][CH2:5][C:6]2=O.[H][H]>CO.[Pd]>[CH3:11][C:10]1[CH:9]=[CH:8][C:7]2[CH2:6][CH2:5][CH2:4][C:3]=2[C:2]=1[OH:1]

Participants

5

Reactant 2

HCID 668122914-Hydroxy-5-methyl-2,3-dihydro-1H-inden-1-oneHCID 178418361HCID 178418361, compound

Product 1

HCID 884735-Methylindan-4-olYield 82.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a suspension of 4-Hydroxy-5-methyl-indan-1-one (8 gm) in Methanol (80 ml), added 10% w/w Pd—C. Hydrogenation was carried out for 5 hours at 55-60° C. in an autoclave at 200-250 psi using Hydrogen gas. The reaction mixture was filtered through hyflow bed and filtrate was distilled under vacuum to give a 6.0 gm of desired product as white solid.

Workup

  1. filtrationThe reaction mixture was filtered through hyflow bed and filtrate
  2. distillationwas distilled under vacuum

Sources & evidence

ORD record
ord-7897a897ec3a4c419ac1174fda6d1025
Source dataset
uspto-grants-2012_03
Patent number
US08143424B2

Reaction notes

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