Hydrochloric Acid → HCID 68733689、化合物

HRID 341676

反応式

HRID 341676 の反応式
[CH3:1][C:2]1([CH3:13])[C:7](=[O:8])[CH2:6][C:5](=[O:9])[C:4]([CH3:11])([CH3:10])[C:3]1=[O:12].C(Cl)(Cl)Cl.C([O-])(=O)C.C([O-])(=O)C.C([O-])(=O)C.[Br:30][C:31]1[CH:36]=[CH:35][C:34]([Pb+3])=[C:33]([CH2:38][CH3:39])[CH:32]=1.Cl>CN(C)C1C=CN=CC=1.C1(C)C=CC=CC=1>[Br:30][C:31]1[CH:36]=[CH:35][C:34]([CH:6]2[C:5](=[O:9])[C:4]([CH3:11])([CH3:10])[C:3](=[O:12])[C:2]([CH3:13])([CH3:1])[C:7]2=[O:8])=[C:33]([CH2:38][CH3:39])[CH:32]=1

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 6212ChloroformHCID 117691662,2,4,4-Tetramethylcyclohexane-1,3,5-trioneHCID 178476529HCID 178476529、化合物

生成物 1

HCID 68733689HCID 68733689、化合物収率 35.5%

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 1140Toluene溶媒

反応条件

温度
80 °C

実験手順

2,2,6,6-Tetramethylcyclohexane-1,3,5-trione (5 g, 0.027 mol) and 4-dimethylamino-pyridine (16.47 g, 0.135 mol) are added to a mixture of chloroform (100 ml) and toluene (25 ml). The reaction mixture is flushed with nitrogen for 15 minutes at ambient temperature. 4-Bromo-2-ethylphenyllead triacetate (17.16 g, 0.03 mol) is added in one portion and the reaction mixture is stirred and heated to 80° C. (pre-heated oil bath) under an atmosphere of nitrogen for 1 hour. The reaction mixture is cooled to room temperature, acidified to pH 1 with 2N aqueous hydrochloric acid, filtered through a plug of diatomaceous earth and the two phases are separated. The organic phase is collected, and the aqueous phase is extracted with dichloromethane (2×75 ml). the organic phases are combined, washed with water, and dried over anhydrous sodium sulfate. The mixture is filtered, and the filtrate is evaporated under reduced pressure. The residue is purified by column chromatography on silica gel to give 4-(4-bromo-2-ethylphenyl)-2,2,6,6-tetramethyl-cyclohexane-1,3,5-trione as a white solid (3.5 g).

後処理

  1. customThe reaction mixture is flushed with nitrogen for 15 minutes at ambient temperature
  2. temperature(pre-heated oil bath) under an atmosphere of nitrogen for 1 hour
  3. temperatureThe reaction mixture is cooled to room temperature
  4. filtrationfiltered through a plug of diatomaceous earth
  5. customthe two phases are separated
  6. customThe organic phase is collected
  7. extractionthe aqueous phase is extracted with dichloromethane (2×75 ml)
  8. washwashed with water
  9. dry with materialdried over anhydrous sodium sulfate
  10. filtrationThe mixture is filtered
  11. customthe filtrate is evaporated under reduced pressure
  12. customThe residue is purified by column chromatography on silica gel

出典と根拠

ORDレコード
ord-c2caba0eef634e559f95b4a909fd128c
出典データセット
uspto-grants-2014_11
特許番号
US08895761B2

関連ノート

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