تفاعل #2467983

معادلة التفاعل

sodium methoxide

dimethyl 3-thiahexanedioate

HCl

→

oil

المردود 39.0%

Methyl 4-oxo-2,3,5-trihydrothiophene-3-carboxylate

المردود 39.0%

المذيبات

THF

THF

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe reaction mixture was heated
2. 2
   درجة الحرارةat reflux for 2 h
3. 3
   workup.ADDITIONpoured into ice cold water
4. 4
   استخلاصThe solution was extracted with chloroform
5. 5
   غسيلthe combined chloroform layer was washed with water, brine
6. 6
   تجفيفdried over sodium sulfate
7. 7
   ترشيحThe solution was filtered
8. 8
   أخرىevaporated the solvent
9. 9
   أخرىThe residue was chromatographed over silica gel column

الإجراء التجريبي

To a stirred slurry of sodium methoxide (1.68 g, 31.25 mmol) in dry THF (15 mL) was added a solution of dimethyl 3-thiahexanedioate (5 g, 26.03 mmol) in THF (10 mL) at rt for 5 min. The reaction mixture was heated at reflux for 2 h, cooled to rt and poured into ice cold water and acidified with dil. HCl. The solution was extracted with chloroform and the combined chloroform layer was washed with water, brine and dried over sodium sulfate. The solution was filtered and evaporated the solvent. The residue was chromatographed over silica gel column using hexane-EtOAc (95:5) as eluents to give the product as pale yellow color oil (1.6 g, 39%).

المصدر