Benzoyl Peroxide → HCID 68809004, compound

HRID 2219077Notes

Reaction equation

HRID 2219077 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:15]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[CH:14][C:11]([C:12]#[N:13])=[CH:10][N:9]=2)=[CH:4][CH:3]=1.C1C(=O)N([Br:29])C(=O)C1.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>>[Br:29][CH2:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[C:15]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[CH:14][C:11]([C:12]#[N:13])=[CH:10][N:9]=2)=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 68809138HCID 68809138, compound

Product 1

HCID 68809004HCID 68809004, compound

Procedure

To a mixture of 6-(4-methylphenyl)-5-phenylnicotinonitrile (0.250 g, 0.925 mmol) in CDCl3 (6 mL) was added NBS (0.173 g, 0.971 mmol) and benzoyl peroxide (0.045 g, 0.185 mmol). The reaction was heated to reflux for 15 hr. The reaction mixture was then cooled and concentrated to give crude 6-[4-(bromomethyl)phenyl]-5-phenylnicotinonitrile. LRMS m/z (M+H) calcd: 348.9, found: 348.9.

Workup

  1. temperatureThe reaction was heated
  2. temperatureto reflux for 15 hr
  3. temperatureThe reaction mixture was then cooled
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-00204982608d47bbb8bd4e319c462064
Source dataset
uspto-grants-2008_08
Patent number
US07414055B2

Reaction notes

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