4-Hydroxy-2,3-dihydro-1H-indene-5-carbaldehyde → 5-Methylindan-4-ol

HRID 1099369Notes

Reaction equation

HRID 1099369 reaction equation
[OH:1][C:2]1[C:10]([CH:11]=O)=[CH:9][CH:8]=[C:7]2[C:3]=1[CH2:4][CH2:5][CH2:6]2.[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 866431034-Hydroxy-2,3-dihydro-1H-indene-5-carbaldehydeHCID 178418361HCID 178418361, compound

Product 1

HCID 884735-Methylindan-4-olYield 88%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 4-Hydroxy-indan-5-carbaldehyde (5 gm) in Methanol (80 ml), 10% wt/wt Palladium-charcoal (500 mg) was added. The hydrogenation was carried out for 8 hours at 55-60° C. in an autoclave at 240-250 psi using Hydrogen gas. The reaction mixture was filtered through hyflow bed and distilled under vacuum to give 4.0 gm of title compound as a solid.

Workup

  1. filtrationThe reaction mixture was filtered through hyflow bed
  2. distillationdistilled under vacuum

Sources & evidence

ORD record
ord-bb5728deb14d48ba9d27501a19603b1c
Source dataset
uspto-grants-2012_03
Patent number
US08143424B2

Reaction notes

Loading…