2-Chlorotoluene → O-(6,6-difluoro-5-methyl-5-hexenyl) benzo[b]thiophene-2-thiocarboxylate

HRID 917366

反応式

HRID 917366 の反応式
ClC1C=CC=CC=1C.[S:9]1[C:13]([C:14]([O:16][CH2:17][CH2:18][CH2:19][CH2:20][C:21]([CH3:25])=[C:22]([F:24])[F:23])=O)=[CH:12][C:11]2[CH:26]=[CH:27][CH:28]=[CH:29][C:10]1=2.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:39])=CC=1.C(OC(C)C)(C)C>CCCCCC>[S:9]1[C:13]([C:14](=[S:39])[O:16][CH2:17][CH2:18][CH2:19][CH2:20][C:21]([CH3:25])=[C:22]([F:24])[F:23])=[CH:12][C:11]2[CH:26]=[CH:27][CH:28]=[CH:29][C:10]1=2

参加物

6

反応物 4

HCID 72382-ChlorotolueneHCID 7914Diisopropyl EtherHCID 87949Lawesson's reagentHCID 691816906,6-Difluoro-5-methyl-5-hexenyl benzo[b]thiophene-2-carboxylate

生成物 1

HCID 86760554O-(6,6-difluoro-5-methyl-5-hexenyl) benzo[b]thiophene-2-thiocarboxylate収率 81.4%

試薬・触媒・溶媒 1

HCID 8058Hexane溶媒

実験手順

To 5 ml of 2-chlorotoluene was dissolved 0.20 g (0.64 mmol) of 6,6-difluoro-5-methyl-5-hexenyl benzo[b]thiophene-2-carboxylate, followed by the addition of 0.26 g (0.64 mmol) of Lawesson's reagent and stirring by heating under refluxing for 4 hours. To the reaction liquid were added 2 ml of isopropyl ether and 10 ml of hexane and precipitated solid was filtered off. The filtrate was concentrated under reduced pressure and the residue was purified with silica gel column chromatography (diisopropyl ether:hexane=1:30) to obtain 0.17 g (yield: 81%) of O-(6,6-difluoro-5-methyl-5-hexenyl) benzo[b]thiophene-2-thiocarboxylate.

後処理

  1. temperatureby heating
  2. temperatureunder refluxing for 4 hours
  3. customTo the reaction liquid
  4. customprecipitated solid
  5. filtrationwas filtered off
  6. concentrationThe filtrate was concentrated under reduced pressure
  7. customthe residue was purified with silica gel column chromatography (diisopropyl ether:hexane=1:30)

出典と根拠

ORDレコード
ord-54f3d4c86d6c4f1483707799d247ea36
出典データセット
uspto-grants-2007_09
特許番号
US07273878B2

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