反应 #806296

反应方程式

4-hydroxy benzyl alcohol

bromochloro propane

potassium hydroxide

→

product

4-(3-chloropropoxy)-benzyl alcohol

溶剂

ethanol

反应条件

后处理

1. 1
   温度was refluxed for 2 hours
2. 2
   温度The solution was cooled
3. 3
   过滤filtered
4. 4
   浓缩the filtrate concentrated
5. 5
   洗涤washed with water, brine
6. 6
   干燥dried over magnesium sulfate
7. 7
   其他The material was chromatographed on silica gel

实验过程

A solution of 4-hydroxy benzyl alcohol CAS No. [623–05-2] (10 g, 80.5 mmol) in ethanol (70 mL) was treated with 1, 3 bromochloro propane (16.0 g, 100 mmol) and potassium hydroxide (5.0 g, 89 mmol) was refluxed for 2 hours. The solution was cooled and filtered and then the filtrate concentrated. The concentrate was taken up in ether and washed with water, brine and dried over magnesium sulfate. The material was chromatographed on silica gel using ethyl acetate/hexanes (3:7) to yield 11.6 g of the product as a white solid: Mp=65° C.; 1H NMR (DMSO) 7.21 (d, 2H, J=8.8 Hz), 6.88 (d, 2H, J=8.8 Hz), 5.03 (t, 1H, J=5.7 Hz), 4.40 (d, 2H, J=5.5 Hz), 4.05 (t, 2H, J=6.1 Hz), 3.77 (t, 2H, J=6.4 Hz); MS eI m/z 200.

来源