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

HRID 7714

반응식

HRID 7714 반응식
[CH3:1][O:2][CH2:3][O:4][C:5]1[CH:6]=[C:7]([C:12]2[O:13][C:14]3[CH:20]=[CH:19][CH:18]=[CH:17][C:15]=3[N:16]=2)[CH:8]=[CH:9][C:10]=1[CH3:11].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][CH2:11][C:10]1[CH:9]=[CH:8][C:7]([C:12]2[O:13][C:14]3[CH:20]=[CH:19][CH:18]=[CH:17][C:15]=3[N:16]=2)=[CH:6][C:5]=1[O:4][CH2:3][O:2][CH3:1]

참가 물질

5

반응물 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 219910022-[3-(Methoxymethoxy)-4-methylphenyl]-1,3-benzoxazole

생성물 1

HCID 219909422-[4-(Bromomethyl)-3-(methoxymethoxy)phenyl]-1,3-benzoxazole

시약·촉매·용매 1

HCID 5943Carbon Tetrachloride용매

실험 절차

A solution of 2-[3-(methoxymethoxy)-4-methylphenyl]-1,3-benzoxazole (200 mg, 0.74 mmol, 84%), NBS (179 mg, 0.81 mmol), and benzoyl peroxide (50 mg) in CCl4 (10 mL), was refluxed for 12 h. After cooling to rt, CCl4 was removed in vacuo and residue was purified by flash column (silica gel, hexanes:EtOAc 5:1) to afford 2-[4-(bromomethyl)-3-(methoxymethoxy)phenyl]-1,3-benzoxazole. MS (ESI) 349 (M+H)+.

후처리

  1. customCCl4 was removed in vacuo and residue
  2. customwas purified by flash column (silica gel, hexanes:EtOAc 5:1)

출처 및 근거

ORD 기록
ord-3fbdb02c28694b2ab3cd6d303a6d36e5
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07087601B2

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