تفاعل #425207

معادلة التفاعل

carbonyldiimidazole

(1S,2S)-1-(1-methyl-1H-pyrazol-5-yl)cyclohexane-1,2-diol

dimethylaminopyridine

carbonyldiimidazole

carbonyldiimidazole

→

title compound

المردود 86.1%

(3aS,7aS)-3a-(1-Methyl-1H-pyrazol-5-yl)hexahydro-1,3-benzodioxol-2-one

المردود 86.1%

المذيبات

toluene

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةunder heated
2. 2
   درجة الحرارةreflux
3. 3
   درجة الحرارةunder heated
4. 4
   درجة الحرارةreflux
5. 5
   workup.STIRRINGthe reaction solution was stirred for 3 hours
6. 6
   درجة الحرارةunder heated
7. 7
   درجة الحرارةreflux
8. 8
   درجة الحرارةto cool
9. 9
   تركيزconcentrated
10. 10
    أخرىthe residue was purified with silica gel chromatography (hexane/ethyl acetate=7:3)

الإجراء التجريبي

A solution of the (1S,2S)-1-(1-methyl-1H-pyrazol-5-yl)cyclohexane-1,2-diol (1.21 g, 6.17 mmol) prepared in Example 123c, dimethylaminopyridine (75.3 mg, 0.62 mmol) and carbonyldiimidazole (2.0 g, 12.3 mmol) in toluene (20 mL) was stirred for 3 hours under heated reflux. To the reaction solution, carbonyldiimidazole (1.0 g, 6.17 mmol) was added, and the reaction solution was further stirred for 3 hours under heated reflux. To the reaction solution, carbonyldiimidazole (0.50 g, 3.08 mmol) was further added, and the reaction solution was stirred for 3 hours under heated reflux. After allowing to cool, the reaction solution was vacuum concentrated, and the residue was purified with silica gel chromatography (hexane/ethyl acetate=7:3) to yield the title compound (1.18 g, 86%) as a colorless solid.

المصدر