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

HRID 917366

반응식

HRID 917366 반응식
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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 8058Hexane용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-54f3d4c86d6c4f1483707799d247ea36
출처 데이터셋
uspto-grants-2007_09
특허 번호
US07273878B2

연결된 노트

불러오는 중…