반응 #65690

반응 방정식

iodine

8-bromo-2,3,4,5-tetrahydro-1-benzoxepine

tetrahydrofuran

→

2,3,4,5-tetrahydro-α-methyl-1-benzoxepine-8-methanol

반응 조건

후처리

1. 1
   workup.DISTILLATIONexcess acetaldehyde was distilled into the reaction vessel
2. 2
   workup.WAITAfter 10 minutes
3. 3
   추출extracted with ether
4. 4
   세척washed with water
5. 5
   기타dried
6. 6
   기타evaporated to dryness

실험 절차

7.3 g of 8-bromo-2,3,4,5-tetrahydro-1-benzoxepine in 30 ml of absolute tetrahydrofuran were added under argon to 930 mg of Mg shavings and a granule of iodine. The reaction was initiated by the addition of a few drops of 1,2-dibromoethane and had finished after 2 hours. Thereafter, the reaction mixture was cooled to -10° C. and excess acetaldehyde was distilled into the reaction vessel. After 10 minutes, the mixture was hydrolyzed with saturated sodium bicarbonate (NaHCO3) solution, extracted with ether, washed with water, dried and evaporated to dryness. Chromatography on silica gel (petroleum ether/ethyl acetate 3:1) yielded 4.93 g of 2,3,4,5-tetrahydro-α-methyl-1-benzoxepine-8-methanol as a colorless oil.

출처