反应 #74961

反应方程式

hexachlorocyclopentadiene

p-benzoquinone

→

1,2,3,4,9,9-hexachloro-1,4,4a,8a-tetrahydro-1,4-methanonaphthalene-5,8-dione

收率 64.0%

溶剂

toluene

toluene

反应条件

后处理

1. 1
   workup.ADDITIONA mixture of 54.6 g
2. 2
   温度refluxed gently
3. 3
   其他completion of the reaction
4. 4
   洗涤rinsed with absolute ethanol
5. 5
   其他dried on the funnel
6. 6
   其他crystallized from ethanol
7. 7
   其他of bright yellow dense crystals were obtained
8. 8
   其他m.p. 189°-193° C. (reported 188° C.)

实验过程

A mixture of 54.6 g. (0.2 mole) of hexachlorocyclopentadiene, 21.6 g. (0.2 mole) of p-benzoquinone, and 10 ml. of toluene were placed in a 125 ml. round bottom flask and heated for three hours so that the toluene refluxed gently. At the end of this period the reaction mixture suddenly solidified completely, indicating completion of the reaction. The crude product was bright yellow. The damp material was transferred to a Buchner funnel, rinsed with absolute ethanol, dried on the funnel, and crystallized from ethanol. 49 g. of bright yellow dense crystals were obtained, m.p. 189°-193° C. (reported 188° C.). The yield was 64%.

来源