반응 #48009

반응 방정식

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]

반응 조건

후처리

1. 1
   기타The reaction is evaporated
2. 2
   기타partitioned between EtOAc and 2M aqueous NaOH
3. 3
   세척The organic phase is washed with brine
4. 4
   건조dried (MgSO4)
5. 5
   기타evaporated
6. 6
   기타The crude product is purified by flash chromatography
7. 7
   세척eluting with EtOAc

실험 절차

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.

출처