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

HRID 7714

反応式

HRID 7714 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 5943Carbon Tetrachloride溶媒

実験手順

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)+.

後処理

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

出典と根拠

ORDレコード
ord-3fbdb02c28694b2ab3cd6d303a6d36e5
出典データセット
uspto-grants-2006_08
特許番号
US07087601B2

関連ノート

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