Potassium Hydroxide → 3,6-dibromo-9-(2-(oxiran-2-yl)ethyl)-9H-carbazole

HRID 404282

반응식

HRID 404282 반응식
[OH-].[K+].[Br:3][C:4]1[CH:5]=[CH:6][C:7]2[NH:8][C:9]3[C:14]([C:15]=2[CH:16]=1)=[CH:13][C:12]([Br:17])=[CH:11][CH:10]=3.Br[CH2:19][CH2:20][CH:21]1[O:23][CH2:22]1>CN(C=O)C.CCOC(C)=O>[Br:17][C:12]1[CH:11]=[CH:10][C:9]2[N:8]([CH2:19][CH2:20][CH:21]3[CH2:22][O:23]3)[C:7]3[C:15]([C:14]=2[CH:13]=1)=[CH:16][C:4]([Br:3])=[CH:5][CH:6]=3

참가 물질

6

반응물 3

HCID 14797Potassium HydroxideHCID 1004142-(2-Bromoethyl)oxiraneHCID 2748743,6-Dibromocarbazole

생성물 1

HCID 580971883,6-dibromo-9-(2-(oxiran-2-yl)ethyl)-9H-carbazole수율 99.3%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매2회HCID 8857Ethyl Acetate용매

실험 절차

Crushed KOH (0.0054 g, 0.0954 mmol, 1.2 equiv) was added to 3,6-dibromocarbazole (0.0258 g, 0.0795 mmol, 1 equiv.) in 0.5 mL DMF solution and the mixture was stirred for 30 min. 1-Bromo-3,4-epoxybutane (0.0300 g, 0.199 mmol) in 0.5 mL DMF solution was dropwise added into the mixture and it was stirred at room temperature for overnight. Reaction crude was diluted with 20 mL EtOAc and washed with water 5×10 mL. The organic layer was dried over anhydrous Na2SO4 and evaporated to afford 31.2 mg white solid as product, yield 97.9%.

후처리

  1. stirringwas stirred at room temperature for overnight
  2. customReaction crude
  3. washwashed with water 5×10 mL
  4. dry with materialThe organic layer was dried over anhydrous Na2SO4
  5. customevaporated

출처 및 근거

ORD 기록
ord-f774fd1846a443cf95cb84cd06703ba1
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08748473B2

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