Indole → 3,4-Dichloro-5-(1H-indol-3-yl)furan-2(5H)-one

HRID 544788ノート

反応式

HRID 544788 の反応式
[C:1]([OH:9])(=[O:8])/[C:2](=[C:4](\[CH:6]=O)/[Cl:5])/[Cl:3].[NH:10]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:12]=[CH:11]1>C1C=CC=CC=1>[NH:10]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:12]([CH:6]2[O:9][C:1](=[O:8])[C:2]([Cl:3])=[C:4]2[Cl:5])=[CH:11]1

参加物

4

反応物 2

HCID 798IndoleHCID 2771871Mucochloric Acid

生成物 1

HCID 204427033,4-Dichloro-5-(1H-indol-3-yl)furan-2(5H)-one収率 16.5%

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

A stirred mixture of 20.3 g (0.12 mole) of mucochloric acid, 14.1 g (0.12 mole) of indole and 125 ml of benzene was heated for approximately twenty hours at reflux temperature. The reaction mixture was cooled to ambient temperature and a dark brown solid which had separated was collected by filtration. This solid was purified by two successive recrystallizations from benzene at approximately 60° C., with the aid of decolorizing charcoal. After the second recrystallization, the purified product was dried at 60° C. in vacuo to obtain 5.3 g of the known 5-(3-indolyl)-3,4-dichloro-2(5H)-furanone (Formula VI: R=R1 =Y=H), a pale green-colored solid, which first melted at 174° C., then turned black and finally decomposed at 182° C.

後処理

  1. temperaturewas heated for approximately twenty hours
  2. temperatureat reflux temperature
  3. customa dark brown solid which had separated
  4. filtrationwas collected by filtration
  5. customThis solid was purified by two successive recrystallizations from benzene at approximately 60° C., with the aid of decolorizing charcoal
  6. customAfter the second recrystallization
  7. customthe purified product was dried at 60° C. in vacuo

出典と根拠

ORDレコード
ord-5e2ecb34c1254239ad5e5759548f56bb
出典データセット
uspto-grants-1984_05
特許番号
US04451657

反応ノート

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