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Benzoyl Peroxide → Benzoic acid, 4-bromo-3-(bromomethyl)-, ethyl ester

HRID 563673
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HRID 563673 반응식
[CH2:1]([O:3][C:4](=[O:13])[C:5]1[CH:10]=[CH:9][C:8]([Br:11])=[C:7]([CH3:12])[CH:6]=1)[CH3:2].[Br:14]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[CH2:1]([O:3][C:4](=[O:13])[C:5]1[CH:10]=[CH:9][C:8]([Br:11])=[C:7]([CH2:12][Br:14])[CH:6]=1)[CH3:2]
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참가 물질

5

반응물 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 21729626Ethyl 4-bromo-3-methylbenzoate

생성물 1

HCID 22574851Benzoic acid, 4-bromo-3-(bromomethyl)-, ethyl ester

시약·촉매·용매 1

HCID 5943Carbon Tetrachloride용매

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온도
80 °C

실험 절차

4-Bromo-3-methyl-benzoic acid ethyl ester (18.24 g, 75.4 mmol), N-bromosuccinimide (14.1 g, 79.2 mmol), and benzoyl peroxide (0.9 g, 3.77 mmol) were combined in CCl4, and the reaction was heated to 80° C. and stirred with a halogen desk lamp shining on it for 6 hours. The mixture was concentrated and partitioned between CH2Cl2 and H2O. The organic layer was separated and washed with H2O and brine, and then dried and concentrated. The residue was triturated with hexane (3×50 mL) and dried to give the title compound.

후처리

  1. concentrationThe mixture was concentrated
  2. custompartitioned between CH2Cl2 and H2O
  3. customThe organic layer was separated
  4. washwashed with H2O and brine
  5. customdried
  6. concentrationconcentrated
  7. customThe residue was triturated with hexane (3×50 mL)
  8. customdried

출처 및 근거

ORD 기록
ord-2040aa659f424cf8861a17f9d877d5dc
출처 데이터셋
uspto-grants-2011_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08067445B2

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