Benzoyl Peroxide → 5-Bromo-2-(bromomethyl)pyrimidine

HRID 383261ノート

反応式

HRID 383261 の反応式
[Br:1][C:2]1[CH:3]=[N:4][C:5]([CH3:8])=[N:6][CH:7]=1.C1C(=O)N([Br:16])C(=O)C1.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>ClC(Cl)(Cl)Cl>[Br:1][C:2]1[CH:3]=[N:4][C:5]([CH2:8][Br:16])=[N:6][CH:7]=1

参加物

5

反応物 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 143877445-Bromo-2-methylpyrimidine

生成物 1

HCID 205577975-Bromo-2-(bromomethyl)pyrimidine収率 48%

試薬・触媒・溶媒 1

HCID 5943Carbon Tetrachloride溶媒

実験手順

A mixture of 5-bromo-2-methylpyrimidine (100 mg, 0.58 mmol), NBS (103 mg, 0.58 mmol), dibenzoyl peroxide (10 mg, 0.04 mmol) in tetrachloromethane (10 mL) was refluxed for 36 h. The solvent was removed in vacuo and the residue was purified by column chromatography on silica gel (ethyl acetate in petroleum ether, 1% v/v) to give 5-Bromo-2-(bromomethyl)pyrimidine (70 mg, 48%) as a white solid. 1HNMR (400 MHz, CDCl3) δ 4.49 (s, 2H), 8.72 (s, 2H).

後処理

  1. temperaturewas refluxed for 36 h
  2. customThe solvent was removed in vacuo
  3. customthe residue was purified by column chromatography on silica gel (ethyl acetate in petroleum ether, 1% v/v)

出典と根拠

ORDレコード
ord-16e426421ed04b9fa137145eaf7b1702
出典データセット
uspto-grants-2013_02
特許番号
US08367663B2

反応ノート

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