تفاعل #70816

معادلة التفاعل

(7S,8R)-8-Benzamido-1,4-dioxaspiro[4.5]decane-7-carboxylic acid

HCl

→

(1S,2R)-2-benzamido-5-oxocyclohexanecarboxylic acid

المردود 67.0%

المذيبات

acetonitrile

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGthe reaction stirred at 25° C. for about 16 hours
2. 2
   تركيزThe reaction was concentrated
3. 3
   أخرىto remove the acetonitrile
4. 4
   أخرىWhite solids precipitated
5. 5
   workup.ADDITIONethyl acetate and THF were added
6. 6
   workup.DISSOLUTIONto dissolve the solids
7. 7
   غسيلThe resulting mixture was rinsed (3×) with water
8. 8
   تجفيفThe organic layer was dried over sodium sulfate
9. 9
   تركيزconcentrated

الإجراء التجريبي

(7S,8R)-8-Benzamido-1,4-dioxaspiro[4.5]decane-7-carboxylic acid (750 mg, 2.456 mmol) was dissolved in acetonitrile (10 mL) at 25° C. with stirring. 1N HCl (12.28 mL, 12.28 mmol) was then added thereto and the reaction stirred at 25° C. for about 16 hours. The reaction was concentrated to remove the acetonitrile. White solids precipitated and ethyl acetate and THF were added to dissolve the solids. The resulting mixture was rinsed (3×) with water. The organic layer was dried over sodium sulfate and concentrated to give (1S,2R)-2-benzamido-5-oxocyclohexanecarboxylic acid (430 mg, 1.646 mmol, 67.0% yield) as a white solid. MS (ESI+)=262.11 (M+H)+.

المصدر