Hydrochloric Acid → 3,7-Dibromodibenzo(b,d)thiophene

HRID 444661노트

반응식

HRID 444661 반응식
[H-].[Al+3].[Li+].[H-].[H-].[H-].[Br:7][C:8]1[CH:9]=[CH:10][C:11]2[C:15]3[CH:16]=[CH:17][C:18]([Br:20])=[CH:19][C:14]=3[S:13](=O)(=O)[C:12]=2[CH:23]=1.CCOCC.Cl>C(Cl)(Cl)Cl.O>[Br:20][C:18]1[CH:17]=[CH:16][C:15]2[C:11]3[CH:10]=[CH:9][C:8]([Br:7])=[CH:23][C:12]=3[S:13][C:14]=2[CH:19]=1

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 40718983,7-Dibromo-dibenzothiophene 5,5-dioxideHCID 21226445Aluminium lithium hydride2회

생성물 1

HCID 8037593,7-Dibromodibenzo(b,d)thiophene수율 48.1%

시약·촉매·용매 2

HCID 962Water용매HCID 6212Chloroform용매

실험 절차

In a 500-ml flask, lithium aluminum hydride (4.1 g) is slowly introduced in small amounts over 50 minutes into a mixture of 3,7-dibromodibenzothiophene dioxide (20 g) and anhydrous ether (200 ml) in an ice bath, and the resulting mixture is refluxed and stirred for 2 hours. Water (200 ml) is added thereto to deactivate lithium aluminum hydride. Chloroform (200 ml) and concentrated hydrochloric acid (40 ml) are added thereto, the mixture is thoroughly stirred, and the organic layer is separated. The aqueous layer is further extracted with chloroform (200 ml×2), the chloroform extract is combined with the organic layer, and the combined organic layer is washed with water (200 ml) and saturated brine (200 ml), and dried over calcium chloride. The solvent is distilled off, and colorless crystals thus obtained are recrystallized from ethyl acetate+ethanol (16:3). Thus, 8.8 g of 3,7-dibromodibenzothiophene is obtained.

후처리

  1. temperaturethe resulting mixture is refluxed
  2. stirringthe mixture is thoroughly stirred
  3. customthe organic layer is separated
  4. extractionThe aqueous layer is further extracted with chloroform (200 ml×2)
  5. extractionthe chloroform extract
  6. washthe combined organic layer is washed with water (200 ml) and saturated brine (200 ml)
  7. dry with materialdried over calcium chloride
  8. distillationThe solvent is distilled off
  9. customcolorless crystals thus obtained
  10. customare recrystallized from ethyl acetate+ethanol (16:3)

출처 및 근거

ORD 기록
ord-e8993a482e264607916821b1a435b3a0
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08475984B1

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