反応 #66669

反応方程式

ammonium chloride

methyl magnesium bromide

2′-hydroxy-6′-methoxyacetophenone

Water

→

2-(1-Hydroxy-1-methyl-ethyl)-3-methoxy-phenol

溶媒

diethyl ether

tetrahydrofuran

tetrahydrofuran

反応条件

後処理

1. 1
   温度maintaining the temperature below 11° C.
2. 2
   workup.ADDITIONduring the addition
3. 3
   温度maintaining the temperature below 22° C. with the use of an ice bath
4. 4
   抽出the reaction was extracted twice with ethyl acetate
5. 5
   洗浄The combined ethyl acetate layers were washed with water, brine
6. 6
   その他dried
7. 7
   濃縮concentrated

実験手順

To a solution of methyl magnesium bromide (24 mL of a 3M solution in diethyl ether, 72.2 mmol) in anhydrous tetrahydrofuran (20 mL) at 0° C. was added a solution of 2′-hydroxy-6′-methoxyacetophenone (4 g, 24.1 mmol) in anhydrous tetrahydrofuran (40 mL), maintaining the temperature below 11° C. during the addition. After stirring for 1.5 hours at room temperature, a solution of 10% ammonium chloride (30 mL) was added slowly maintaining the temperature below 22° C. with the use of an ice bath. Water (300 mL) was slowly added and the reaction was extracted twice with ethyl acetate. The combined ethyl acetate layers were washed with water, brine, dried using anhydrous sodium sulfate and concentrated to give 2-(1-Hydroxy-1-methyl-ethyl)-3-methoxy-phenol (4.52 g) as pale yellow solid.

出典