Water → 3-Bromocarbazole

HRID 41780

반응식

HRID 41780 반응식
[CH:1]1[C:13]2[NH:12][C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1.[Br:14]N1C(=O)CCC1=O.O>CCOCC.C([O-])(=O)C>[Br:14][C:3]1[CH:2]=[CH:1][C:13]2[NH:12][C:11]3[C:6]([C:5]=2[CH:4]=1)=[CH:7][CH:8]=[CH:9][CH:10]=3

참가 물질

5

반응물 3

HCID 962WaterHCID 6854Carbazole2회HCID 67184N-bromobutanimide

생성물 1

HCID 2524463-Bromocarbazole수율 76,989.703%

시약·촉매·용매 1

HCID 21226428Ether acetate용매2회

실험 절차

32 g (0.19 mmol) of 9H-carbazole was put into a 2 L Erlenmeyer flask, and then ether acetate (1.2 L) was added thereto so that the 9H-carbazole was dissolved in the ether acetate. To this solution was added 34 g (0.19 mol) of N-bromosuccinimide (NBS), and the mixture was stirred for about 15 hours in the air at room temperature. After the stirring, water was added to the mixture so that the precipitate was dissolved in the mixture. The organic layer of this mixture was washed with water three times and then with a saturated saline solution once. Magnesium sulfate was added so that the organic layer was dried. After the drying, the mixture was subjected to gravity filtration. The obtained filtrate was condensed to give a white solid. The obtained solid was recrystallized with ether acetate/hexane to give 36 g of a white powdered solid, which was the object of the synthesis, at a yield of 67%. A synthesis scheme of Step 1 is shown in (c-1) given below.

후처리

  1. dissolutionwas dissolved in the mixture
  2. washThe organic layer of this mixture was washed with water three times
  3. additionMagnesium sulfate was added so that the organic layer
  4. customwas dried
  5. filtrationAfter the drying, the mixture was subjected to gravity filtration
  6. customcondensed
  7. customto give a white solid
  8. customThe obtained solid was recrystallized with ether acetate/hexane

출처 및 근거

ORD 기록
ord-45be7181a681439696cd651602c644a1
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08530672B2

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