تفاعل #633638

معادلة التفاعل

Ethyl (1S,3S,4R)-3,4-epoxycyclohexane-1-carboxylate

ammonium chloride

sodium azide

→

title compound

المردود 100.3%

Ethyl (1S,3R,4R)-3-azido-4-hydroxycyclohexane-1-carboxylate

المردود 100.3%

المذيبات

N,N-dimethyl-formamide

ظروف التفاعل

المعالجة

1. 1
   ترشيحThe reaction mixture was filtered
2. 2
   تركيزthe filtrate was concentrated
3. 3
   workup.DISTILLATIONto distill off 400 ml of the solvent
4. 4
   workup.ADDITIONwas added
5. 5
   workup.DISSOLUTIONto dissolve the collected product
6. 6
   استخلاصThe solution was extracted with ethyl acetate
7. 7
   غسيلThe resultant organic layer was washed with water and saturated saline
8. 8
   تجفيفdried over anhydrous magnesium sulfate
9. 9
   workup.DISTILLATIONThe solvent was distilled off under reduced pressure

الإجراء التجريبي

Ethyl (1S,3S,4R)-3,4-epoxycyclohexane-1-carboxylate (41 g) was dissolved in N,N-dimethyl-formamide (300 ml), ammonium chloride (19.3 g) and sodium azide (23.5 g) were successively added at room temperature, and the mixture was then stirred at 75° C. for 13 hours. The reaction mixture was filtered, the filtrate was concentrated to distill off 400 ml of the solvent, the product captured by the filter was put in the residue, and water was added to dissolve the collected product. The solution was extracted with ethyl acetate. The resultant organic layer was washed with water and saturated saline and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain the title compound (51.5 g) as an oil.

المصدر