ChemicalBook CAS DataBase List 2-Methyl-indan-2-carboxylic acid

2-Methyl-indan-2-carboxylic acid synthesis

9synthesis methods

Product Name:2-Methyl-indan-2-carboxylic acid
CAS Number:91142-58-4
Molecular formula:C11H12O2
Molecular Weight:176.21

2,3-dihydro-1-hydroxy-2-methyl-1H-indene-2-carboxylic acid methyl ester

1227796-57-7
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91142-58-4
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Yield:91142-58-4 89%

Reaction Conditions:

with hydrogenchloride;acetic acid in water at 20; under 2280.15 Torr; for 72 h;

Steps:

A solution of methyl 1-hydroxy-2-methyl-2,3-dihydro-1H-indene-2-carboxylate (2.14g, 10.39mmol, Description 4) in acetic acid (100ml), containing concentrated hydrochloric acid (20ml), was hydrogenated at 3 atmospheres and room temperature for 3 days. The reaction mixture was filtered through kieselguhr and evaporated under reduced pressure to give a white solid. This material was chromatographed on silica gel (5Og), eluting with0-80% ethyl acetate in pentane, to give 2-methyl-2,3-dihydro-1H-indene-2-carboxylic acid as a white solid (1.63g, 89%).¹H-NMR (400MHz, CDCI₃): δ 7.18 (4H, overlapping m), 3.52 (2H, d, J = 15.6 Hz), 2.85 (2H, d, J = 15.6 Hz), 1.41 (3H, s).

References:

WO2010/57865,2010,A1 Location in patent:Page/Page column 25