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Acetone → HCID 13656344、化合物

HRID 979719
ノート
印刷プレビュー

反応式

HRID 979719 の反応式
CC(C)=O.[Cl:5][C:6]1[CH:7]=[C:8]([N:12]([CH3:16])[C:13](Cl)=[O:14])[CH:9]=[CH:10][CH:11]=1.[C:17]([C:21]1[CH:22]=[C:23]([OH:28])[CH:24]=[CH:25][C:26]=1[Cl:27])([CH3:20])([CH3:19])[CH3:18].C(=O)([O-])[O-].[K+].[K+]>O>[Cl:5][C:6]1[CH:7]=[C:8]([N:12]([CH3:16])[C:13](=[O:14])[O:28][C:23]2[CH:24]=[CH:25][C:26]([Cl:27])=[C:21]([C:17]([CH3:20])([CH3:18])[CH3:19])[CH:22]=2)[CH:9]=[CH:10][CH:11]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 180AcetoneHCID 11430Potassium CarbonateHCID 109102303-Tert-butyl-4-chlorophenolHCID 13882387HCID 13882387、化合物

生成物 1

HCID 13656344HCID 13656344、化合物収率 91.2%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To 30 ml of acetone were added 2.04 g of N-(3-chlorophenyl)-N-methylcarbamoyl chloride, 1.84 g of 3-tert-butyl-4-chlorophenol and 1.6 g of anhydrous potassium carbonate, and the mixture was refluxed with heating for 48 hours. The reaction mixture was cooled down to room temperature and thereafter was poured into cold water. The product was extracted with benzene. The benzene solution was washed with water and a saturated aqueous solution of sodium chloride in this order, and was dried over anhydrous magnesium sulfate. Thereafter, benzene was distilled off. The residue was purified through a column chromatography (employing silica gel as carrier and benzen as developing solvent), and further recrystallized from hexane to give 3.2 g of 3-tert-butyl-4-chlorophenyl N-(3-chlorophenyl)-N-methylcarbamate, having melting point of 65°-67° C.

後処理

  1. temperaturethe mixture was refluxed
  2. temperaturewith heating for 48 hours
  3. extractionThe product was extracted with benzene
  4. washThe benzene solution was washed with water
  5. dry with materiala saturated aqueous solution of sodium chloride in this order, and was dried over anhydrous magnesium sulfate
  6. distillationThereafter, benzene was distilled off
  7. customThe residue was purified through a column chromatography (employing silica gel as carrier and benzen as developing solvent)
  8. customfurther recrystallized from hexane

出典と根拠

ORDレコード
ord-c62ccf94b4cd4514b1669a2aa44d13c7
出典データセット
uspto-grants-1987_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04668831

反応ノート

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