Reaktion #48009

Reaktionsgleichung

methanesulfonic acid (7R,8S)-8-methanesulfonyloxymethyl-1,4-dioxaspiro-[4.4]non-7-ylmethyl ester

n-butylamine

→

(3aR,6aS)-2-butylspiro[hexahydrocyclopenta[c]pyrrole-5(1H),2′-[1,3]dioxolane]

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe reaction is evaporated
2. 2
   Sonstigepartitioned between EtOAc and 2M aqueous NaOH
3. 3
   WaschenThe organic phase is washed with brine
4. 4
   Trocknendried (MgSO4)
5. 5
   Sonstigeevaporated
6. 6
   SonstigeThe crude product is purified by flash chromatography
7. 7
   Wascheneluting with EtOAc

Vorschrift

A suspension of methanesulfonic acid (7R,8S)-8-methanesulfonyloxymethyl-1,4-dioxaspiro-[4.4]non-7-ylmethyl ester (0.250 g, 0.73 mmol) in n-butylamine (1 ml) is heated at 90° C. for 3 hours. The reaction is evaporated and partitioned between EtOAc and 2M aqueous NaOH. The organic phase is washed with brine, dried (MgSO4) and evaporated. The crude product is purified by flash chromatography, eluting with EtOAc to afford (3aR,6aS)-2-butylspiro[hexahydrocyclopenta[c]pyrrole-5(1H),2′-[1,3]dioxolane], M+226.

Quelle