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p-Anisoyl chloride → HCID 15406407, 화합물

HRID 616631
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HRID 616631 반응식
[C:1]1([C:7]2[C:11]3[CH:12]=[CH:13][C:14]([O:16][CH3:17])=[CH:15][C:10]=3[S:9][CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:18][O:19][C:20]1[CH:28]=[CH:27][C:23]([C:24](Cl)=[O:25])=[CH:22][CH:21]=1.[Cl-].[Al+3].[Cl-].[Cl-]>ClCCCl>[CH3:18][O:19][C:20]1[CH:28]=[CH:27][C:23]([C:24]([C:8]2[S:9][C:10]3[CH:15]=[C:14]([O:16][CH3:17])[CH:13]=[CH:12][C:11]=3[C:7]=2[C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)=[O:25])=[CH:22][CH:21]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 7477p-Anisoyl chlorideHCID 6451240Aluminum(III) ChlorideHCID 15422638HCID 15422638, 화합물

생성물 1

HCID 15406407HCID 15406407, 화합물수율 91%

시약·촉매·용매 1

HCID 111,2-Dichloroethane용매

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온도
0 °C

실험 절차

To 500 ml. of 1,2-dichloroethane were added 24.0 g. (0.10 mole) of 3-phenyl-6-methoxybenzothiophene and 17.1 g. (0.10 mole) of p-methoxybenzoyl chloride. The mixture was cooled to 0° C., and 13.4 g. (0.10 mole) of aluminum chloride were added. The mixture was stirred for 1 hour, and ice then was added to the mixture. The organic layer was separated, washed with water, and evaporated. To the residue were added a mixture of methanol and 5N sodium hydroxide. The mixture was refluxed for 30 minutes and evaporated. To the residue were added ether and water. The ether layer was separated, washed with 1N sodium hydroxide, 1N hydrochloric acid, and aqueous sodium chloride solution. The ether layer then was dried over magnesium sulfate, filtered, and evaporated to give crude product which was recrystallized from methanol to obtain 34.2 g. (91 percent) of the title compound, m.p. 127°-128° C.

후처리

  1. additionice then was added to the mixture
  2. customThe organic layer was separated
  3. washwashed with water
  4. customevaporated
  5. additionTo the residue were added
  6. additiona mixture of methanol and 5N sodium hydroxide
  7. temperatureThe mixture was refluxed for 30 minutes
  8. customevaporated
  9. additionTo the residue were added ether and water
  10. customThe ether layer was separated
  11. washwashed with 1N sodium hydroxide, 1N hydrochloric acid, and aqueous sodium chloride solution
  12. dry with materialThe ether layer then was dried over magnesium sulfate
  13. filtrationfiltered
  14. customevaporated
  15. customto give crude product which
  16. customwas recrystallized from methanol
  17. customto obtain 34.2 g

출처 및 근거

ORD 기록
ord-c17227aac2f34e1096c14e077ce01212
출처 데이터셋
uspto-grants-1978_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04075227

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