N-bromobutanimide → Methyl 4'-bromomethylbiphenyl-3-carboxylate

HRID 466395

반응식

HRID 466395 반응식
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([C:14]([O:16][CH3:17])=[O:15])[CH:9]=2)=[CH:4][CH:3]=1.[Br:18]N1C(=O)CCC1=O>N(C(C)(C)C#N)=NC(C)(C)C#N.C(Cl)(Cl)(Cl)Cl>[Br:18][CH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([C:14]([O:16][CH3:17])=[O:15])[CH:9]=2)=[CH:4][CH:3]=1

참가 물질

5

반응물 2

HCID 67184N-bromobutanimideHCID 1394187Methyl 3-(4-methylphenyl)benzoate

생성물 1

HCID 12019907Methyl 4'-bromomethylbiphenyl-3-carboxylate수율 100.4%

시약·촉매·용매 2

HCID 6547Azobisisobutyronitrile촉매HCID 5943Carbon Tetrachloride용매

실험 절차

A solution of 7.31 g of Methyl 4'-methylbiphenyl-3-carboxylate, 5.75 g of N-bromosuccinimide, 0.125 g of azo(bisisobutyronitrile), and 500 mL of carbon tetrachloride was refluxed for 3 hours. After cooling to room temperature the resulting suspension was filtered and then concentrated in vacuo to provide 9.90 g of crude methyl 4'-bromomethylbiphenyl-3-carboxylate which was used in a subsequent reaction without further purification; NMR (200 MHz, CDCl3): δ 8.28 (s, 1H); 8.05 (d, 1H); 7.79 (d, 1H); 7.67-7.48 (m, 5H); 4.55 (s, 2H); 3.98 (s, 3H).

후처리

  1. filtrationwas filtered
  2. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-d16ef7a0d0d44578b30f8b2e76d815b8
출처 데이터셋
uspto-grants-1992_10
특허 번호
US05155118

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