Quinone → 1,2,3,4,9,9-Hexachloro-1,4,4A,8A-tetrahydro-1,4-methanonaphthalene-5,8-dione

HRID 436582

反応式

HRID 436582 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>[Cl:7][C:6]12[C:2]([Cl:11])([Cl:1])[C:3]([Cl:10])([CH:17]3[CH:16]1[C:15](=[O:18])[CH:14]=[CH:13][C:12]3=[O:19])[C:4]([Cl:9])=[C:5]2[Cl:8]

参加物

4

反応物 2

HCID 4650QuinoneHCID 6478Hexachlorocyclopentadiene

生成物 1

HCID 2289471,2,3,4,9,9-Hexachloro-1,4,4A,8A-tetrahydro-1,4-methanonaphthalene-5,8-dione収率 64%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒2 回

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%.

後処理

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

出典と根拠

ORDレコード
ord-0a24602a8e2d4c3bbcec49ddfc079062
出典データセット
uspto-grants-1977_02
特許番号
US04009200

関連ノート

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