1,3-Dibromopropane → HCID 58097204, 화합물

HRID 62153

반응식

HRID 62153 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:18][CH2:19][CH2:20][CH2:21]Br>CN(C=O)C.CCOC(C)=O>[Br:17][C:12]1[CH:11]=[CH:10][C:9]2[N:8]([CH2:21][CH2:20][CH2:19][Br:18])[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 80011,3-DibromopropaneHCID 14797Potassium HydroxideHCID 2748743,6-Dibromocarbazole

생성물 1

HCID 58097204HCID 58097204, 화합물수율 28.6%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매2회HCID 8857Ethyl Acetate용매

실험 절차

Crushed KOH (0.0673 g, 1.20 mmol, 1.2 equiv) was added to 3,6-dibromocarbazole (0.3250 g, 1.00 mmol) in 2 mL DMF solution and the mixture was stirred for 30 min. 1,3-dibromopropane (0.5047 g, 2.50 mmol, 2.5 equiv) in 3 mL DMF solution was added dropwise into the mixture and it was stirred at room temperature overnight. The crude reaction mixture was diluted with 30 mL EtOAc and washed with 1M HCl 2×10 mL and water 3×10 mL. The organic layer was dried over anhydrous Na2SO4 and evaporated to afford the crude product, which was subjected to silica gel chromatography using Hexanes/EtOAc to afford 0.1275 g colorless oil as product, yield 28.6%.

후처리

  1. stirringwas stirred at room temperature overnight
  2. customThe crude reaction mixture
  3. washwashed with 1M HCl 2×10 mL and water 3×10 mL
  4. dry with materialThe organic layer was dried over anhydrous Na2SO4
  5. customevaporated
  6. customto afford the crude product, which

출처 및 근거

ORD 기록
ord-8148a197ba224f0199ad9a7179b4cc06
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09446022B2

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