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Water → Methyl 5-bromo-2-ethylbenzoate

HRID 1625815
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HRID 1625815 반응식
[CH2:1]([C:3]1[CH:12]=[CH:11][CH:10]=[CH:9][C:4]=1[C:5]([O:7][CH3:8])=[O:6])[CH3:2].[Br:13]Br.C(=O)([O-])[O-].[K+].[K+].O>CO>[Br:13][C:10]1[CH:11]=[CH:12][C:3]([CH2:1][CH3:2])=[C:4]([CH:9]=1)[C:5]([O:7][CH3:8])=[O:6]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 24408BromineHCID 583295Methyl 2-ethylbenzoate

생성물 1

HCID 44226584Methyl 5-bromo-2-ethylbenzoate

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

The above methyl 2-ethylbenzoate was mixed with molecular sieve 13× (powder, 70 g), and while stirring the mixture, bromine (5.2 ml) was added dropwise thereto at 80° C. The mixture was further stirred at the same temperature for 1.5 hours. The mixture was cooled to room temperature, and added thereto were potassium carbonate (7.4 g), water (70 ml) and methanol (350 ml), and the mixture was stirred for 8 hours. Insoluble materials were filtered off, and suspended in a mixed solution of methanol (500 ml)-water (500 ml), and the mixture was stirred at room temperature overnight. Insoluble materials were filtered off and the filtrate was combined with the previously obtained filtrate, and the solvent was evaporated under reduced pressure. The residue was extracted with ethyl acetate, and the extract was washed with brine, and dried over sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was distilled under reduced pressure, to give methyl 5-bromo-2-ethylbenzoate (2.44 g). APCI-Mass m/Z 260/262 (M+NH4).

후처리

  1. additionwas added dropwise
  2. customat 80° C
  3. additionadded
  4. stirringthe mixture was stirred for 8 hours
  5. filtrationInsoluble materials were filtered off
  6. stirringthe mixture was stirred at room temperature overnight
  7. filtrationInsoluble materials were filtered off
  8. customthe solvent was evaporated under reduced pressure
  9. extractionThe residue was extracted with ethyl acetate
  10. washthe extract was washed with brine
  11. dry with materialdried over sodium sulfate
  12. customThe solvent was evaporated under reduced pressure
  13. distillationthe residue was distilled under reduced pressure

출처 및 근거

ORD 기록
ord-5298ee4340694589aa50a170c4ea29cc
출처 데이터셋
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08785403B2

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