反応 #415946

反応方程式

1-chloro-4-acetoxynonane

sodium iodide

→

title compound

収率 98.0%

1-iodo-4-acetoxynonane

収率 98.0%

溶媒

acetone

反応条件

後処理

1. 1
   温度heated
2. 2
   温度at reflux with exclusion of light for 10 hours
3. 3
   ろ過The resulting suspension is filtered
4. 4
   洗浄the collected sodium chloride washed with acetone
5. 5
   その他The combined filtrate and washings are evaporated in vacuo
6. 6
   その他leaving a residual mass which
7. 7
   その他is partitioned between ether and water
8. 8
   抽出The organic extract
9. 9
   洗浄is washed with dilute aqueous sodium thiosulfate and water
10. 10
    乾燥dried over sodium sulfate
11. 11
    その他evaporated in vacuo

実験手順

A mixture of 1-chloro-4-acetoxynonane (Ex. 1, Step B-3) (35.3 g., 0.16 mole) and sodium iodide (120 g., 0.8 mole) in acetone (350 ml.) is stirred and heated at reflux with exclusion of light for 10 hours. The resulting suspension is filtered and the collected sodium chloride washed with acetone. The combined filtrate and washings are evaporated in vacuo leaving a residual mass which is partitioned between ether and water. The organic extract is washed with dilute aqueous sodium thiosulfate and water, dried over sodium sulfate and evaporated in vacuo providing the title compound as a colorless liquid (48.7 g., 98%), pmr (CDCl3) δ 2.0 (s, 3H), 3.18 (t, 2H) and 4.98 (m, H).

出典