反応 #1785578

反応方程式

ammonium chloride

3-tert-butyl-4-diethylamino-benzaldehyde

ethynylmagnesium bromide

→

1-(3-tert-butyl-4-diethylaminophenyl)prop-2-yn-1-ol

溶媒

THF

反応条件

後処理

1. 1
   その他at 0° C
2. 2
   その他is then brought back to ambient temperature
3. 3
   抽出extracted with ethyl acetate
4. 4
   乾燥dried over sodium sulphate
5. 5
   濃縮concentrated to dryness
6. 6
   その他The residue is purified by flash chromatography (90/10 heptane/ethyl acetate)

実験手順

1.5 g (6.7 mmol) of 3-tert-butyl-4-diethylamino-benzaldehyde are dissolved in 20 ml of dry THF, under a light nitrogen flow, at 0° C. 17 ml (8.7 mmol) of a 0.5M solution of ethynylmagnesium bromide are added dropwise and the medium is then brought back to ambient temperature and stirred for 30 minutes. The mixture is then poured into a saturated solution of ammonium chloride, extracted with ethyl acetate, dried over sodium sulphate and then concentrated to dryness. The residue is purified by flash chromatography (90/10 heptane/ethyl acetate). 780 mg of 1-(3-tert-butyl-4-diethylaminophenyl)prop-2-yn-1-ol are obtained in the form of a colourless oil (yield=47%).

出典