反应详情

In tetrahydrofuran (100 ml), magnesium (1.3 g) was reacted with 4-bromoveratrole (13 g) to prepare a Grignard reagent. While cooling in an ice-water bath, a solution of 2-(2,4,5-trimethoxyphenyl)-4,4-dimethyl-2-oxazoline (7.7 g) in tetrahydrofuran (100 ml) was added thereto. After stirring at room temperature for 48 hours, an aqueous saturated ammonium chloride solution (150 ml) was added and stirred for 15 minutes. Then, the mixed solution was separated to extract the aqueous layer with tetrahydrofuran (150 ml). The organic layers were combined each other and concentrated by an evaporator. The residue was dissolved in 10% hydrochloric acid (100 ml), which was washed with diethyl ether. The aqueous layer was cooled in an ice-water bath, then neutralized by adding a 20% aqueous sodium hydroxide solution. It was extracted with ethyl acetate, washed with a saturated saline solution and then dried over sodium sulfate. The solvent was distilled off to give 10 g of 2-[2-(3,4-dimethoxyphenyl)-4,5-dimethoxyphenyl]-4,4-dimethyl-2-oxazoline as a pale brown oil.

1. temperatureWhile cooling in an ice-water bath
2. stirringstirred for 15 minutes
3. customThen, the mixed solution was separated
4. extractionto extract the aqueous layer with tetrahydrofuran (150 ml)
5. concentrationconcentrated by an evaporator
6. dissolutionThe residue was dissolved in 10% hydrochloric acid (100 ml)
7. washwhich was washed with diethyl ether
8. temperatureThe aqueous layer was cooled in an ice-water bath
9. additionby adding a 20% aqueous sodium hydroxide solution
10. extractionIt was extracted with ethyl acetate
11. washwashed with a saturated saline solution
12. dry with materialdried over sodium sulfate
13. distillationThe solvent was distilled off