Water → Benzene, [(5-chloropentyl)oxy]-

HRID 344238ノート

反応式

HRID 344238 の反応式
[H-].[Na+].[C:3]1([OH:9])[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.Br[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][Cl:16].O>CN(C)C=O>[O:9]([CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][Cl:16])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

参加物

6

反応物 4

HCID 962WaterHCID 996PhenolHCID 24758Sodium hydrideHCID 960701-Bromo-5-chloropentane

生成物 1

HCID 10655595Benzene, [(5-chloropentyl)oxy]-収率 93.4%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

60% Sodium hydride (1.4 g) was suspended in dimethylformamide (40 ml), and phenol (3 g) was added under ice-cooilng with stirring. The mixture was stirred at room temperature for 1 hr. The mixture was again ice-cooled, and 1-bromo-5-chloropentane (5.9 g) was added, which was followed by stirring at room temperature for 1.5 hr. Water was added to the reaction mixture and the mixture was extracted with ethyl acetate. The organic layer was washed with brine, dried and the solvent was evaporated under reduced pressure to give 5.9 g of 5-phenoxypentyl chloride.

後処理

  1. stirringThe mixture was stirred at room temperature for 1 hr
  2. temperaturecooled
  3. stirringby stirring at room temperature for 1.5 hr
  4. extractionthe mixture was extracted with ethyl acetate
  5. washThe organic layer was washed with brine
  6. customdried
  7. customthe solvent was evaporated under reduced pressure

出典と根拠

ORDレコード
ord-88ef7066a5b54a70a194775a43b2a6e3
出典データセット
uspto-grants-1999_01
特許番号
US05864039

反応ノート

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