تفاعل #559062

معادلة التفاعل

Sodium cyanoborohydride

2-(3-chloro-phenyl)-2-aza-spiro[4.5]decane-1,7-dione

2-(3-Chloro-phenyl)-2-aza-spiro[4.5]decane-1,7-dione

ammonium acetate

→

title compound

المردود 142.2%

7-Amino-2-methyl-2-aza-spiro[4.5]decan-1-one

المردود 142.2%

المذيبات

methanol

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGAfter stirring at rt for 2 hrs
2. 2
   أخرىthe reaction mixture was quenched with ice
3. 3
   workup.ADDITIONdiluted with ethyl acetate (60 mL)
4. 4
   غسيلThe organic layer was washed with brine
5. 5
   تجفيفdried over Na2SO4
6. 6
   تركيزconcentrated under reduced pressure

الإجراء التجريبي

To a round bottom flask was added 2-(3-chloro-phenyl)-2-aza-spiro[4.5]decane-1,7-dione of step 5 (0.38 g, 1.35 mmol), methanol (4.92 mL), and ammonium acetate (1.25 g, 16.2 mmol). The mixture was stirred at rt for 1 hr. Sodium cyanoborohydride (0.085 g, 1.35 mmol) was then added. After stirring at rt for 2 hrs, the reaction mixture was quenched with ice and diluted with ethyl acetate (60 mL). The organic layer was washed with brine, dried over Na2SO4, and concentrated under reduced pressure to afford 0.35 g (94%) of the title compound, 7-amino-2-methyl-2-aza-spiro[4.5]decan-1-one, as a white solid. The title compound is a mixture of two diastereomers (trans/cis: 5/2; under LC-MS method C, the first peak with RT of 0.80 min was assigned as cis, and the second peak with RT of 0.83 min was assigned as trans.). ESI-MS m/z: 279 (M+H)+. It was used without further purification.

المصدر