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

HRID 436582

반응식

HRID 436582 반응식
[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]

참가 물질

4

반응물 2

HCID 4650QuinoneHCID 6478Hexachlorocyclopentadiene

생성물 1

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

시약·촉매·용매 1

HCID 1140Toluene용매2회

실험 절차

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%.

후처리

  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)

출처 및 근거

ORD 기록
ord-0a24602a8e2d4c3bbcec49ddfc079062
출처 데이터셋
uspto-grants-1977_02
특허 번호
US04009200

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