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

HRID 1367768노트

반응식

HRID 1367768 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-d7bb9c06732b431d94ea8e06249d7b81
출처 데이터셋
uspto-grants-2011_02
특허 번호
US07893304B2

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