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Benzoyl Peroxide → Methyl 3-(bromomethyl)-4'-nitrobiphenyl-4-carboxylate

HRID 403860
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HRID 403860 반응식
[CH3:1][C:2]1[CH:3]=[C:4]([C:12]2[CH:17]=[CH:16][C:15]([N+:18]([O-:20])=[O:19])=[CH:14][CH:13]=2)[CH:5]=[CH:6][C:7]=1[C:8]([O:10][CH3:11])=[O:9].C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1.C1C(=O)N([Br:46])C(=O)C1>C(Cl)(Cl)(Cl)Cl>[Br:46][CH2:1][C:2]1[CH:3]=[C:4]([C:12]2[CH:17]=[CH:16][C:15]([N+:18]([O-:20])=[O:19])=[CH:14][CH:13]=2)[CH:5]=[CH:6][C:7]=1[C:8]([O:10][CH3:11])=[O:9]
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참가 물질

5

반응물 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 59385226Methyl 3-methyl-4'-nitrobiphenyl-4-carboxylate

생성물 1

HCID 67305902Methyl 3-(bromomethyl)-4'-nitrobiphenyl-4-carboxylate

시약·촉매·용매 1

HCID 5943Carbon Tetrachloride용매

반응 조건

온도
80 °C

실험 절차

The compound of example 220 (5 g, 0.0184 mol) was dissolved in carbon tetrachloride (125 mL). Benzoyl peroxide (250 mg) and NBS (3.6 g, 0.0202 mol) were added and the reaction mixture was refluxed at 80° C. The reaction mixture was cooled to room temperature and filtered through celite. The filtrate was concentrated to yield crude residue containing 85% mono bromo and 10% dibromo product and 5% starting material. The crude title compound obtained was used directly for preparation of compound of example 222.

후처리

  1. temperatureThe reaction mixture was cooled to room temperature
  2. filtrationfiltered through celite
  3. concentrationThe filtrate was concentrated
  4. customto yield crude residue
  5. additioncontaining 85% mono bromo and 10% dibromo product and 5%

출처 및 근거

ORD 기록
ord-a6f066b724b1453785be9275f7a10f9e
출처 데이터셋
uspto-grants-2014_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08748426B2

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