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

HRID 1399931노트

반응식

HRID 1399931 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

HCID 205577975-Bromo-2-(bromomethyl)pyrimidine수율 48%

시약·촉매·용매 1

HCID 5943Carbon Tetrachloride용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-1e464639a9944cd8af2b22ee35d04b22
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08906909B2

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