反応 #74961

反応方程式

hexachlorocyclopentadiene

p-benzoquinone

→

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

収率 64.0%

溶媒

toluene

toluene

反応条件

後処理

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

実験手順

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%.

出典