1H-Indene-1-carboxylic acid, 2,3-dihydro-3-oxo- → 1H-Indene-1-carboxylic acid, 2,3-dihydro-

HRID 2190884Notes

Reaction equation

HRID 2190884 reaction equation
O=[C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]([C:11]([OH:13])=[O:12])[CH2:3]1>[Pd].CO>[CH:4]1([C:11]([OH:13])=[O:12])[C:5]2[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=2)[CH2:2][CH2:3]1

Participants

4

Reactant 1

HCID 998151H-Indene-1-carboxylic acid, 2,3-dihydro-3-oxo-

Product 1

HCID 857281H-Indene-1-carboxylic acid, 2,3-dihydro-Yield 95%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A MeOH (1 mL) solution of 3-oxo-indancarboxylic acid (85.5 mg, 0.485 mmol) was mixed with Pd/C (16.5 mg) and hydrogenated at room temperature under 55 psi H2 pressure for 18 h. The crude mixture was filtered and concentrated to give 1-indanecarboxylic acid (74.4 mg, 95%). MS Found: (M−H)−=161.

Workup

  1. filtrationThe crude mixture was filtered
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-d0bd6ccfb39142699fd2818d650c0820
Source dataset
uspto-grants-2012_12
Patent number
US08324401B2

Reaction notes

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