Reaction #1702048

Reaction equation

(R)-[4-(3-Oxo-cyclopentyl)-phenoxy]-acetic acid ethyl ester

→

title compound

Yield 89.0%

(R)-[4-(3-Oxo-cyclopentyl)-phenoxy]-acetic acid

Yield 89.0%

Solvents

EtOH

NaOH

Conditions

Workup

1. 1
   OtherThen the EtOH was evaporated
2. 2
   workup.ADDITIONthe reaction mixture diluted with water
3. 3
   Extractionextracted with DCM
4. 4
   DryingDried over Na2SO4
5. 5
   Concentrationconcentrated in vacuo

Procedure

(R)-[4-(3-Oxo-cyclopentyl)-phenoxy]-acetic acid ethyl ester (preparation 30) (6.0 mmol, 1.57 g) was taken up in EtOH (6 mL) and NaOH (2N, 6 mL), the reaction mixture stirred at r.t. for 2 h. Then the EtOH 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 (1.24 g, 89%). 1H NMR (300 MHz, CDCl3) δ 7.23-7.06 (m, 2H), 6.98-6.72 (m, 2H), 4.66 (s, 2H), 3.53-3.13 (m, 1H), 2.64 (dd, J=7.5, 18.2, 1H), 2.56-2.17 (m, 4H), 2.14-1.69 (m, 1H).

Source