Benzyl Bromide → Benzene, [[(12-bromododecyl)oxy]methyl]-

HRID 1367768ノート

反応式

HRID 1367768 の反応式
[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][OH:14].[H-].[Na+].[CH2:17](Br)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.[Cl-].[NH4+]>C1COCC1>[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][O:14][CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

参加物

6

反応物 4

HCID 7498Benzyl BromideHCID 24758Sodium hydrideHCID 25517Ammonium ChlorideHCID 13789512-Bromo-1-dodecanol

生成物 1

HCID 11100339Benzene, [[(12-bromododecyl)oxy]methyl]-収率 73%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

12-Bromododecan-1-ol (1.83 g) was dissolved in 7 ml of dried THF, and sodium hydride (331.2 mg) was added to this solution. The reaction mixture was stirred at room temperature for 30 minutes, then benzyl bromide (0.99 ml) was added using a syringe, and the reaction mixture was refluxed for 24 hours while stirring. Saturated ammonium chloride solution was added to the reaction mixture, which was then extracted with diethyl ether. The organic layer was washed with saline solution, dried over magnesium sulfate, and filtered, and the solvent was distilled off under reduced pressure. Purification of the residue by silica gel flash chromatography (hexane:dichloromethane=8:2) gave 1-((12-bromododecanoxy)methyl)benzene as a colorless oil at a 73% yield.

後処理

  1. temperaturethe reaction mixture was refluxed for 24 hours
  2. stirringwhile stirring
  3. extractionwas then extracted with diethyl ether
  4. washThe organic layer was washed with saline solution
  5. dry with materialdried over magnesium sulfate
  6. filtrationfiltered
  7. distillationthe solvent was distilled off under reduced pressure
  8. customPurification of the residue by silica gel flash chromatography (hexane:dichloromethane=8:2)

出典と根拠

ORDレコード
ord-d7bb9c06732b431d94ea8e06249d7b81
出典データセット
uspto-grants-2011_02
特許番号
US07893304B2

反応ノート

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