反应 #1285

反应方程式

sodium nitrite

toluene

L-phenylalanine

potassium bromide

→

(S)-α-Bromobenzenepropanoic acid

溶剂

acetic acid

sulfuric acid

反应条件

后处理

1. 1
   萃取after which the reaction mixture was extracted with ether (3×250 ml.)
2. 2
   洗涤The combined organic extracts were washed with water (100 ml.) and brine (50 ml.)
3. 3
   干燥dried (anhydrous magnesium sulfate)
4. 4
   过滤filtered
5. 5
   其他evaporated to dryness
6. 6
   其他dried in vacuo
7. 7
   其他to give 34.46 g

实验过程

A solution of L-phenylalanine (30.0 g., 0.175 mole) and potassium bromide (73.5 g., 0.618 mole) in 2.5N sulfuric acid (365 ml.) was cooled down to 0° (ice-salt bath) and treated portionwise with sodium nitrite (19.3 g., 0.28 mole) over a period of 1.0 hour. Stirring was continued for 1.0 hour at 0° and at room temperature for 1.0 hour after which the reaction mixture was extracted with ether (3×250 ml.). The combined organic extracts were washed with water (100 ml.) and brine (50 ml.), dried (anhydrous magnesium sulfate), filtered, evaporated to dryness and dried in vacuo to give 34.46 g., of product; Rf =0.45 (toluene:acetic acid, 95:5).

来源