Potassium Iodide → 2,3-Epoxypropoxy Carbazole

HRID 557469

反応式

HRID 557469 の反応式
O[C:2]1[C:14]2[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[NH:7][C:6]=2[CH:5]=[CH:4][CH:3]=1.[C:15](=[O:18])([O-])[O-].[K+].[K+].[I-].[K+].S(S([O-])(=O)=O)([O-])(=O)=O.[Na+].[Na+].C([CH:35]1[O:37][CH2:36]1)Cl>CC(C)=O>[O:18]1[CH2:15][CH:35]1[CH2:36][O:37][C:5]1[C:6]2[NH:7][C:8]3[C:13](=[CH:12][CH:11]=[CH:10][CH:9]=3)[C:14]=2[CH:2]=[CH:3][CH:4]=1

参加物

7

反応物 5

HCID 4875Potassium IodideHCID 7835EpichlorohydrinHCID 11430Potassium CarbonateHCID 1042514-HydroxycarbazoleHCID 146045Sodium dithionate

生成物 1

HCID 866112662,3-Epoxypropoxy Carbazole

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

100 g (0.55 moles) of 4-hydroxy carbazole is dissolved in 600 ml of acetone. To that 188 g (1.36 moles) potassium carbonate, 2.0 g potassium iodide and 0.5 g sodium dithionate are added under nitrogen. The reaction mass is refluxed for 1.0 hr, cooled to room temperature followed by the addition of 150 g (1.62 moles) of epichlorohydrin through a dropping funnel over 40-45 min at room temp. The reaction mass is further refluxed for 32 hrs and then cooled to room temp and filtered. The above filtrate is evaporated followed by recrystallisation of the crude product from methanol.

後処理

  1. temperatureThe reaction mass is refluxed for 1.0 hr
  2. temperatureThe reaction mass is further refluxed for 32 hrs
  3. temperaturecooled to room temp
  4. filtrationfiltered
  5. customThe above filtrate is evaporated
  6. customfollowed by recrystallisation of the crude product from methanol

出典と根拠

ORDレコード
ord-48d4e61a15f04a4892f4eba9c405f4f1
出典データセット
uspto-grants-2011_11
特許番号
US08058453B2

関連ノート

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