Réaction #1702047

Équation de réaction

(S)-4-(3-Oxo-cyclopentyl)-benzoic acid methyl ester

→

title compound

Rendement 100.3%

4-[(1S)-3-Oxocyclopentyl]benzoic acid

Rendement 100.3%

Solvants

MeOH

NaOH

Conditions de réaction

Traitement

1. 1
   AutreThen the MeOH was evaporated
2. 2
   workup.ADDITIONthe reaction mixture diluted with water
3. 3
   Extractionextracted with DCM
4. 4
   SéchageDried over Na2SO4
5. 5
   Concentrationconcentrated in vacuo

Mode opératoire

(S)-4-(3-Oxo-cyclopentyl)-benzoic acid methyl ester (preparation 19) (10.2 mmol, 2.25 g) was taken up in MeOH (6 mL) and NaOH (2N, 6 mL), the reaction mixture stirred at r.t. for 2 h. Then the MeOH was evaporated and the reaction mixture diluted with water, then neutralized with HCl (2N) to pH 5 and extracted with DCM. Dried over Na2SO4 and concentrated in vacuo to yield the title compound (2.09 g, 99%). 1H NMR (300 MHz, DMSO) δ 12.83 (br s, 1H), 7.94-7.84 (m, 2H), 7.45 (d, 2H), 3.55-3.39 (m, 1H), 2.65-2.52 (m, 1H), 2.41-2.21 (m, 4H), 2.03-1.84 (m, 1H).

Source