Reaktion #1546906

Reaktionsgleichung

(3R)-1-(tert-butoxycarbonyl)-3-[(4-fluorobenzylthio)methyl]pyrrolidine

→

title compound

Ausbeute 103.7%

(3R)-3-[(4-Fluorobenzylthio)methyl]pyrrolidine

Ausbeute 103.7%

Lösungsmittel

formic acid

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe solvents were removed in vacuo
2. 2
   workup.DISSOLUTIONthe residue was dissolved in dichloromethane (25 ml)
3. 3
   Waschenwashed with 2N NaOH solution (10 ml)
4. 4
   Waschenthe combined organic extracts were washed with saturated NaCl solution (10 ml)
5. 5
   Trocknendried (Na2SO4)
6. 6
   Sonstigeevaporated in vacuo

Vorschrift

A solution of (3R)-1-(tert-butoxycarbonyl)-3-[(4-fluorobenzylthio)methyl]pyrrolidine (0.5422 g, 1.67 mmol) in 90% formic acid (5 ml) was stirred at room temperature for 23 h. The solvents were removed in vacuo and the residue was dissolved in dichloromethane (25 ml) and washed with 2N NaOH solution (10 ml). The aqueous layer was reextracted with more dichloromethane (25 ml) and the combined organic extracts were washed with saturated NaCl solution (10 ml), dried (Na2SO4) and evaporated in vacuo to leave 0.3903 g of the title compound as an oil. δH (360 MHz, CDCl3) 1.42 (1H, m), 1.94 (1H, m), 2.24 (1H, m), 2.45 (2H, m), 2.59 (1H, m), 2.92 (2H, m), 3.08 (1H, m), 3.69 (2H, s), 7.00 (2H, t, J=8.6 Hz), 7.25-7.29 (2H, m).

Quelle