تفاعل #657278

معادلة التفاعل

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

المذيبات

methanol

water

ظروف التفاعل

المعالجة

1. 1
   ترشيحthe reaction mixture was filtered
2. 2
   تركيزconcentrated
3. 3
   workup.ADDITIONThe residue was diluted with ethyl acetate
4. 4
   استخلاصextracted with saturated aqueous sodium carbonate under ice cooling
5. 5
   درجة الحرارةwith cooling to pH 5-6 with an aqueous HCl solution
6. 6
   استخلاصthoroughly extracted with ethyl acetate
7. 7
   غسيلThe combined organic layers were washed with brine
8. 8
   تجفيفdried over sodium sulfate
9. 9
   تركيزconcentrated

الإجراء التجريبي

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.

المصدر