反应 #657278

反应方程式

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

溶剂

methanol

water

反应条件

后处理

1. 1
   过滤the reaction mixture was filtered
2. 2
   浓缩concentrated
3. 3
   workup.ADDITIONThe residue was diluted with ethyl acetate
4. 4
   萃取extracted with saturated aqueous sodium carbonate under ice cooling
5. 5
   温度with cooling to pH 5-6 with an aqueous HCl solution
6. 6
   萃取thoroughly extracted with ethyl acetate
7. 7
   洗涤The combined organic layers were washed with brine
8. 8
   干燥dried over sodium sulfate
9. 9
   浓缩concentrated

实验过程

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.

来源