Acetyl chloride → Phenol, 4-bromo-, 1-acetate

HRID 1295964

반응식

HRID 1295964 반응식
[Cl-].[Al+3].[Cl-].[Cl-].[C:5](Cl)(=[O:7])[CH3:6].[Br:9][C:10]1[CH:15]=[CH:14][C:13]([OH:16])=[CH:12][CH:11]=1>C(Cl)Cl>[C:5]([O:16][C:13]1[CH:14]=[CH:15][C:10]([Br:9])=[CH:11][CH:12]=1)(=[O:7])[CH3:6]

참가 물질

5

반응물 3

HCID 6367Acetyl chlorideHCID 78084-BromophenolHCID 6451240Aluminum(III) Chloride

생성물 1

HCID 74726Phenol, 4-bromo-, 1-acetate수율 78.5%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Anhydrous aluminum chloride (21 g) was suspended in methylene chloride (300 mL), and then acetyl chloride (12.3 g) was added while stirring and cooling on ice. The mixture was stirred for 10 minutes while cooling on ice and 4-bromophenol (24.5 g) was added. The reaction mixture was stirred at room temperature for 1 hour, and then ice water was added and extraction was performed with ethyl acetate. The organic layer was washed with brine and then dried over anhydrous magnesium sulfate. After distilling off the solvent under reduced pressure, the residue was purified by silica gel column chromatography (solvent: n-hexane-ethyl acetate) to yield the title compound (23.9 g) as an oil.

후처리

  1. temperaturecooling on ice
  2. stirringThe mixture was stirred for 10 minutes
  3. additionwas added
  4. stirringThe reaction mixture was stirred at room temperature for 1 hour
  5. extractionextraction
  6. washThe organic layer was washed with brine
  7. dry with materialdried over anhydrous magnesium sulfate
  8. distillationAfter distilling off the solvent under reduced pressure
  9. customthe residue was purified by silica gel column chromatography (solvent: n-hexane-ethyl acetate)

출처 및 근거

ORD 기록
ord-66701ef44ec745fa9fc757c0bc480ed9
출처 데이터셋
uspto-grants-2007_07
특허 번호
US07244730B2

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