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

HRID 508252

反応式

HRID 508252 の反応式
[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

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒2 回HCID 8857Ethyl Acetate溶媒

実験手順

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%.

後処理

  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

出典と根拠

ORDレコード
ord-80c543d1fb2e4bd5b23d376b1e85826d
出典データセット
uspto-grants-2015_08
特許番号
US09095571B2

関連ノート

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