반응 #1996793

반응 방정식

product

4-[(S)-2-(4-benzyl-phenoxymethyl)-pyrrolidin-1-yl]-butyric acid methyl ester

NaOH

→

title compound

수율 77.0%

4-[(S)-2-(4-benzyl-phenoxymethyl)-pyrrolidin-1-yl]-butyric acid

수율 77.0%

용매

MeOH H2O

반응 조건

후처리

1. 1
   기타The solvent was removed under reduced pressure and water
2. 2
   workup.ADDITIONwas added to the residue
3. 3
   추출The crude product was extracted with ethyl acetate
4. 4
   세척The combined organic layers were washed with water
5. 5
   세척washed with brine
6. 6
   건조dried over anhydrous Na2SO4
7. 7
   농축concentrated in vacuo

실험 절차

To a solution of the product from step 1 (0.13 g, 0.35 mmol) was added 2N NaOH (0.29 mL, 0.58 mmol) and 80% MeOH/H2O (4 mL). The resulting slurry was stirred at 50° C. for 67 h. The solvent was removed under reduced pressure and water was added to the residue. The pH was adjusted to 4 using 1 N HCl solution. The crude product was extracted with ethyl acetate. The combined organic layers were washed with water, washed with brine, dried over anhydrous Na2SO4 and concentrated in vacuo to afford the title compound (0.09 g, 77%) as a yellow semi-solid. 1H NMR (400 MHz, CDCl3); δ 1.96-2.26 (m, 6H), 2.41 (t, J=6.6 Hz, 2H), 3.02 (m, 2H), 3.47 (m, 1H), 3.67 (m, 2H), 3.89 (s, 2H), 3.85 (dd, J1=4.0 Hz, J2=10.8 Hz, 1H), 4.50 (m, 1H), 6.84 (d, J=8.8 Hz, 2H), 7.09-7.19 (m, 5H), 7.25-7.28 (m, 2H); MS (m/z) 352.4 (M−1); LC (97.6%); HPLC (96.6%).

출처