반응 #456124

반응 방정식

HCl

6-bromo-5,8-dimethylthiochroman-4-one

magnesium methyl bromide

→

6-bromo-4,5,8-trimethylthiochroman-4-ol

수율 99.0%

용매

THF

tetrahydrofuran

반응 조건

후처리

1. 1
   온도the mixture was cooled with ice under nitrogen current
2. 2
   온도refluxed for 2 hours
3. 3
   추출the mixture was extracted with ethyl acetate
4. 4
   세척The resultant organic layer was washed with a saturated sodium chloride aqueous solution
5. 5
   건조dried over anhydrous sodium sulfate
6. 6
   workup.DISTILLATIONthe solvent was distilled off

실험 절차

A 300-ml three-necked flask was charged with 55 ml (55 mmol, 3 equivalents) of a 1 M solution of magnesium methyl bromide (MeMgBr) and 100 ml of tetrahydrofuran (THF), and the mixture was cooled with ice under nitrogen current. To this mixture was dropwise added a solution of 5.0 g (18.4 mmol) of 6-bromo-5,8-dimethylthiochroman-4-one in 15 ml of THF, and the mixture was stirred at room temperature for 3 hours and then refluxed for 2 hours. To the reaction mixture was added 5% HCl, and the mixture was extracted with ethyl acetate. The resultant organic layer was washed with a saturated sodium chloride aqueous solution and dried over anhydrous sodium sulfate, and the solvent was distilled off to give 5.2 g (yield 99%) of 6-bromo-4,5,8-trimethylthiochroman-4-ol.

출처