반응 #657278

반응 방정식

4-benzyloxy-8-methoxy-1-methyl-3-(2,4,6-trimethyl-phenyl)-1,8-diaza-spiro[4.5]dec-3-en-2-one

→

4-hydroxy-8-methoxy-1-methyl-3-(2,4,6-trimethyl-phenyl)-1,8-diaza-spiro[4.5]dec-3-en-2-one

용매

methanol

water

반응 조건

후처리

1. 1
   여과the reaction mixture was filtered
2. 2
   농축concentrated
3. 3
   workup.ADDITIONThe residue was diluted with ethyl acetate
4. 4
   추출extracted with saturated aqueous sodium carbonate under ice cooling
5. 5
   온도with cooling to pH 5-6 with an aqueous HCl solution
6. 6
   추출thoroughly extracted with ethyl acetate
7. 7
   세척The combined organic layers were washed with brine
8. 8
   건조dried over sodium sulfate
9. 9
   농축concentrated

실험 절차

To a solution of 4-benzyloxy-8-methoxy-1-methyl-3-(2,4,6-trimethyl-phenyl)-1,8-diaza-spiro[4.5]dec-3-en-2-one (22.6 g, 53.7 mmol) in methanol (226 ml) and water (22.6 ml) in a Parr shaker type hydrogenator was added 5% Pd/C (22.6 g). After hydrogenation under 4 bars H2 at 36° C. for 22 hours, the reaction mixture was filtered and concentrated. The residue was diluted with ethyl acetate and extracted with saturated aqueous sodium carbonate under ice cooling. The organic layer was discarded, the aqueous alkaline phase acidified with cooling to pH 5-6 with an aqueous HCl solution and thoroughly extracted with ethyl acetate. The combined organic layers were washed with brine, dried over sodium sulfate and concentrated. Yield: 13.0 g of 4-hydroxy-8-methoxy-1-methyl-3-(2,4,6-trimethyl-phenyl)-1,8-diaza-spiro[4.5]dec-3-en-2-one (title compound P2.2) as a solid, mp 239-241° C.

출처