تفاعل #45623

معادلة التفاعل

2-Cyclopropyl-6-[1-(ethoxy)ethenyl]-7-methoxy-5-methyl-1,3-benzoxazole-4-carbonitrile

water

N-bromosuccinimide

→

compound

المردود 81.2%

6-(2-Bromoacetyl)-2-cyclopropyl-7-methoxy-5-methyl-1,3-benzoxazole-4-carbonitrile

المردود 81.2%

المذيبات

tetrahydrofuran

ظروف التفاعل

المعالجة

1. 1
   أخرىAfter the reaction
2. 2
   أخرىthe solvent was evaporated away under reduced pressure
3. 3
   غسيلby washing with water and saturated brine
4. 4
   تجفيفThe obtained organic layer was dried over anhydrous sodium sulfate
5. 5
   أخرىthe solvent was evaporated away under reduced pressure
6. 6
   غسيلeluted with a mixed solvent of n-hexane/ethyl acetate (2:1

الإجراء التجريبي

2-Cyclopropyl-6-[1-(ethoxy)ethenyl]-7-methoxy-5-methyl-1,3-benzoxazole-4-carbonitrile (I-84) (2.58 g, 8.46 mmol) was dissolved in tetrahydrofuran (130 ml), water (7.7 ml) and N-bromosuccinimide (1.61 g, 8.89 mmol) were added all at a time, followed by stirring at room temperature for 1.5 hours. After the reaction, the solvent was evaporated away under reduced pressure, followed by dilution with ethyl acetate and by washing with water and saturated brine. The obtained organic layer was dried over anhydrous sodium sulfate, the solvent was evaporated away under reduced pressure. The resulting residue was subjected to silica gel column chromatography (covering) and eluted with a mixed solvent of n-hexane/ethyl acetate (2:1, v/v) to obtain the entitled compound (2.40 g, 81%) as a yellow white solid.

المصدر