反応 #66670

反応方程式

water

ammonium formate

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

→

2-Isopropyl-3-methoxy-phenol

収率 92.0%

溶媒

acetic acid

反応条件

後処理

1. 1
   温度After refluxing for 1 hour
2. 2
   温度the reaction was cooled
3. 3
   ろ過filtered through celite
4. 4
   洗浄The celite pad was washed with ethyl acetate (500 mL)
5. 5
   workup.ADDITIONWater (300 mL) was added to the filtrate
6. 6
   その他The ethyl acetate layer was collected
7. 7
   洗浄washed with water, brine
8. 8
   その他dried
9. 9
   濃縮concentrated

実験手順

To a solution of 2-(1-Hydroxy-1-methyl-ethyl)-3-methoxy-phenol dissolved in acetic acid (50 mL) was added 10% palladium on charcoal (500 mg), water (6 mL), and ammonium formate (7.82 g, 124 mmol). After refluxing for 1 hour, the reaction was cooled and filtered through celite. The celite pad was washed with ethyl acetate (500 mL). Water (300 mL) was added to the filtrate, and the mixture was basified (pH=8) using solid sodium bicarbonate. The ethyl acetate layer was collected and washed with water, brine, dried using anhydrous sodium sulfate and concentrated to yield 2-Isopropyl-3-methoxy-phenol (3.68 g, 92%) as pale yellow solid.

出典