Isopropyl iodide → 9H-Carbazole, 9-(1-methylethyl)-

HRID 1597729ノート

反応式

HRID 1597729 の反応式
[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.[OH-].[K+].C(=O)([O-])[O-].[K+].[K+].I[CH:23]([CH3:25])[CH3:24]>S([O-])(O)(=O)=O.C([N+](CCCC)(CCCC)CCCC)CCC.C1(C)C=CC=CC=1>[CH:23]([N:12]1[C:11]2[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=2[C:5]2[C:13]1=[CH:1][CH:2]=[CH:3][CH:4]=2)([CH3:25])[CH3:24]

参加物

7

反応物 4

HCID 6362Isopropyl iodideHCID 6854Carbazole2 回HCID 11430Potassium CarbonateHCID 14797Potassium Hydroxide

生成物 1

HCID 738739H-Carbazole, 9-(1-methylethyl)-収率 81.6%

試薬・触媒・溶媒 2

HCID 94433Tetrabutylammonium hydrogen sulfate触媒HCID 1140Toluene溶媒

実験手順

16 g (95.7 mmol) of carbazole, 38 g (608.2 mmol) of 85% KOH, 21 g (151.9 mmol) of potassium carbonate, 3.2 g (9.4 mmol) of tetra-n-butylammonium hydrogensulfate and 300 ml of toluene were weighed and put in a 1-liter four neck flask, and 25 g (147.1 mmol) of 2-iodopropane was added little by little from a dropping funnel (heat is slightly developed). Subsequently, the reaction was conducted at a temperature of 60° C. to 80° C. for 7 hours. The disappearance of carbazole was confirmed by TLC and gas chromatography. After cooling, the solution was filtered, and the filtrate was washed with water three times. The toluene phase was dried (MgSO4), and concentrated, thus obtaining 21.5 g of a crude product. The crude product was recrystallized from 2-propanol to obtain 16.35 g of a desired product.

後処理

  1. additionwas added little by little from a dropping funnel (
  2. temperatureheat
  3. temperatureAfter cooling
  4. filtrationthe solution was filtered
  5. washthe filtrate was washed with water three times
  6. dry with materialThe toluene phase was dried (MgSO4)
  7. concentrationconcentrated
  8. customthus obtaining 21.5 g of a crude product
  9. customThe crude product was recrystallized from 2-propanol

出典と根拠

ORDレコード
ord-d5042dcbe1c045e6a17b9a37787d8c8c
出典データセット
uspto-grants-1998_04
特許番号
US05736284

反応ノート

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