تفاعل #160417

معادلة التفاعل

Diethyl ether

4-bromomethyl tetrahydropyran

potassium thioacetate

→

thioacetic acid S-(tetrahydro-pyran-4-ylmethyl)ester

المردود 86.1%

المذيبات

DMF

ظروف التفاعل

المعالجة

1. 1
   غسيلthe reaction mixture was washed with saturated aqueous NaHCO3 solution (2×25 mL) and brine (25 mL)
2. 2
   تجفيفThe organic layer was dried over Na2SO4
3. 3
   ترشيحfiltered
4. 4
   تركيزconcentrated under reduced pressure
5. 5
   أخرىThe residue was purified by column chromatography (silica, eluent: heptanes, 10% ethyl acetate)

الإجراء التجريبي

To a solution of 0.97 g (5.4 mmol) of 4-bromomethyl tetrahydropyran in DMF (9.7 mL) were added 1.27 g (11.2 mmol) of potassium thioacetate. The reaction was stirred at room temperature for 3 h. Diethyl ether (100 mL) was added and the reaction mixture was washed with saturated aqueous NaHCO3 solution (2×25 mL) and brine (25 mL). The organic layer was dried over Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by column chromatography (silica, eluent: heptanes, 10% ethyl acetate) to afford 0.81 g of thioacetic acid S-(tetrahydro-pyran-4-ylmethyl)ester.

المصدر