反应详情

In an atmosphere of argon, 3-methoxy-N-(2-methoxyphenyl) benzamide (500 mg, 1.94 mmol) was dissolved in DMF (10 ml) to which was subsequently added sodium hydride (85 mg, 60%, 2.13 mmol) at room temperature, followed by 20 minutes of stirring. After additional 5 minutes of stirring under an ultrasonic irradiation condition at the same temperature, to this was added 2-tetrahydropyranyloxyethyl bromide (446 mg, 2.13 mmol) at room temperature. After 1 hour of stirring at room temperature and subsequent stirring at 70° C. for 6 hours, DMF was removed by evaporation, and the resulting residue was mixed with water (20 ml), extracted with ether and then washed with water and saturated brine. The resulting organic layer was dried on anhydrous magnesium sulfate, the solvent was removed by evaporation and then the resulting orange oily residue was purified by subjecting it to a silica gel column chromatography (ether:hexane=2:1) to obtain 501 mg (67.0%) of the title compound in the form of yellow oil.

1. customat room temperature
2. stirringAfter additional 5 minutes of stirring under an ultrasonic irradiation condition at the same temperature
3. stirringAfter 1 hour of stirring at room temperature
4. stirringsubsequent stirring at 70° C. for 6 hours
5. customDMF was removed by evaporation
6. additionthe resulting residue was mixed with water (20 ml)
7. extractionextracted with ether
8. washwashed with water and saturated brine
9. dry with materialThe resulting organic layer was dried on anhydrous magnesium sulfate
10. customthe solvent was removed by evaporation
11. customthe resulting orange oily residue was purified