Potassium Carbonate → HCID 86688393、化合物

HRID 1488323

反応式

HRID 1488323 の反応式
[CH2:1]1[C:13]2[NH:12][C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[C:4](=O)[CH2:3][CH2:2]1.[C:15]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1Br)([CH3:18])([CH3:17])[CH3:16].C(=O)([O-])[O-:27].[K+].[K+].CN1C(=O)CCC1>[Cl-].[Na+].O.C(OC(=O)C)C>[C:15]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[N:12]1[C:13]2[C:1](=[O:27])[CH2:2][CH:3]=[CH:4][C:5]=2[C:6]2[C:11]1=[CH:10][CH:9]=[CH:8][CH:7]=2)([CH3:18])([CH3:17])[CH3:16]

参加物

7

反応物 4

HCID 11430Potassium CarbonateHCID 13387N-methyl-2-pyrrolidoneHCID 9291301,2,3,9-Tetrahydro-4H-carbazol-4-one2 回HCID 119590501-Bromo-2-tert-butylbenzene

生成物 1

HCID 86688393HCID 86688393、化合物収率 38.2%

試薬・触媒・溶媒 2

HCID 8857Ethyl Acetate溶媒HCID 57417360Sodium chloride; water溶媒

実験手順

In a 500 ml two-neck flask, 1,2,3,4-tetrahydro-9H-carbazole-4-one (Compound E, 20 g), t-butyl bromobenzene (60 g), potassium carbonate (43 g), Cu powder (2.1 g), and NMP (70 ml) were mixed and stirred. The reaction mixture was refluxed and stirred for 24 to 30 hours in a state in which the temperature was raised. When the reaction was completed, the reactant was cooled at room temperature, and then the reactant was mixed with ethylacetate (500 ml) and brine (500 ml) and strongly stirred. Floating materials was filtered and removed using celite, and the organic layer was separated. The water layer was extracted using ethylacetate, and the organic layer was collected and dried over magnesium sulfate. The organic layer was concentrated, and the residual was purified using a column chromatography, thereby obtaining 13 g of N-(t-butylphenyl) carbazolone (Compound F).

後処理

  1. temperatureThe reaction mixture was refluxed
  2. stirringstirred for 24 to 30 hours in a state in which the temperature
  3. temperaturewas raised
  4. stirringstrongly stirred
  5. filtrationFloating materials was filtered
  6. customremoved
  7. customthe organic layer was separated
  8. extractionThe water layer was extracted
  9. customthe organic layer was collected
  10. dry with materialdried over magnesium sulfate
  11. concentrationThe organic layer was concentrated
  12. customthe residual was purified

出典と根拠

ORDレコード
ord-cc0dbb89b67c4b899eba41d833ca6efc
出典データセット
uspto-grants-2016_08
特許番号
US09431616B2

関連ノート

読み込み中…