反応 #2025289

反応方程式

hydrochloric acid

acetic acid anhydride

(+)-3-phenyl-1-butanol

toluene

→

(+)-1-acetoxy-3-phenylbutane

収率 99.0%

溶媒

pyridine

反応条件

後処理

1. 1
   その他Into a four-necked flask provided with a stirring means
2. 2
   その他The mixture was reacted for 4 hours while temperature
3. 3
   温度being maintained at 40°-50° C
4. 4
   その他After completion of the reaction
5. 5
   抽出extracted
6. 6
   洗浄The resulting organic layer was washed with 1N hydrochloric acid, water, 5% sodium bicarbonate aqueous solution ad water in the order
7. 7
   濃縮The thus-obtained organic layer was concentrated under a reduced pressure

実験手順

Into a four-necked flask provided with a stirring means and a thermometer, 150 g (1 mol) of (+)-3-phenyl-1-butanol (XXVI-60), 500 ml of toluene and 200 ml of pyridine were charged, and 122.4 g (1.2 mol) of acetic acid anhydride and 1 g of 4-dimethylaminopyridine were further added thereto. The mixture was reacted for 4 hours while temperature being maintained at 40°-50° C. After completion of the reaction, the reaction mixture was poured into 500 ml of 4N hydrochloric acid, extracted and fractionated. The resulting organic layer was washed with 1N hydrochloric acid, water, 5% sodium bicarbonate aqueous solution ad water in the order. The thus-obtained organic layer was concentrated under a reduced pressure to obtain 190 g of (+)-1-acetoxy-3-phenylbutane (XXV-60) with yield of 99.0%.

出典