Benzoyl Peroxide → 2-[4-(Bromomethyl)-3-(trifluoromethyl)phenyl]-1,3-benzoxazole

HRID 7693

반응식

HRID 7693 반응식
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:9][C:10]3[CH:16]=[CH:15][CH:14]=[CH:13][C:11]=3[N:12]=2)=[CH:4][C:3]=1[C:17]([F:20])([F:19])[F:18].C1C(=O)N([Br:28])C(=O)C1.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[Br:28][CH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:9][C:10]3[CH:16]=[CH:15][CH:14]=[CH:13][C:11]=3[N:12]=2)=[CH:4][C:3]=1[C:17]([F:20])([F:18])[F:19]

참가 물질

5

반응물 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 219909842-[4-Methyl-3-(trifluoromethyl)phenyl]-1,3-benzoxazole

생성물 1

HCID 219909772-[4-(Bromomethyl)-3-(trifluoromethyl)phenyl]-1,3-benzoxazole

시약·촉매·용매 1

HCID 5943Carbon Tetrachloride용매

실험 절차

A mixture of 2-[4-methyl-3-(trifluoromethyl)phenyl]-1,3-benzoxazole (600 mg, 2.2 mmol), n-bromosuccinimide (579 mg, 3.25 mmol), benzoyl peroxide (26 mg, 0.11 mmol) in carbon tetrachloride (15 mL) was refluxed for 3 h and then cooled to rt. The white precipitate was filtered and the filtrate was concentrated to dryness. The crude was purified by flash chromatography on silica gel eluting with EtOAc:hexanes (1:1) to afford 2-[4-(bromomethyl)-3-(trifluoromethyl)phenyl]-1,3-benzoxazole.

후처리

  1. temperaturewas refluxed for 3 h
  2. filtrationThe white precipitate was filtered
  3. concentrationthe filtrate was concentrated to dryness
  4. customThe crude was purified by flash chromatography on silica gel eluting with EtOAc:hexanes (1:1)

출처 및 근거

ORD 기록
ord-c265964bdeeb4ce9a2b40b477a9f2b81
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07087601B2

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