Toluene → 1,4-Dihydro-1,2,3,4,9,9-hexachloro-1,4-methanonaphthalene-5,8-diol

HRID 1973773ノート

反応式

HRID 1973773 の反応式
[Cl:1][C:2]1([Cl:11])[C:6]([Cl:7])=[C:5]([Cl:8])[C:4]([Cl:9])=[C:3]1[Cl:10].[C:12]1(=[O:19])[CH:17]=[CH:16][C:15](=[O:18])[CH:14]=[CH:13]1.C1(C)C=CC=CC=1>C(O)C>[Cl:7][C:6]12[C:2]([Cl:11])([Cl:1])[C:3]([Cl:10])([C:17]3[C:12]([OH:19])=[CH:13][CH:14]=[C:15]([OH:18])[C:16]=31)[C:4]([Cl:9])=[C:5]2[Cl:8]

参加物

5

反応物 3

HCID 1140Toluene2 回HCID 4650QuinoneHCID 6478Hexachlorocyclopentadiene

生成物 1

HCID 2289461,4-Dihydro-1,2,3,4,9,9-hexachloro-1,4-methanonaphthalene-5,8-diol

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

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 3 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, raised 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%.

後処理

  1. additionA mixture of 54.6 g
  2. temperaturerefluxed gently
  3. customcompletion of the reaction
  4. customdried on the funnel
  5. customcrystallized from ethanol
  6. customof bright yellow dense crystals were obtained
  7. customm.p. 189° -193° C. (reported 188° C.)

出典と根拠

ORDレコード
ord-dccfc7c4b5834126a7d5c2ecb7f1c28c
出典データセット
uspto-grants-1976_12
特許番号
US03998913

反応ノート

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