Benzoyl Peroxide → HCID 178498024, compound

HRID 1848858Notes

Reaction equation

HRID 1848858 reaction equation
[Cl:1]/[C:2](=[N:7]/[C:8]1[C:9]([CH3:26])=[C:10]([CH:23]=[CH:24][CH:25]=1)[O:11][C:12]1[CH:21]=[C:20]([F:22])[CH:19]=[CH:18][C:13]=1[C:14]([O:16][CH3:17])=[O:15])/[C:3]([F:6])([F:5])[F:4].[Br:27]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[Br:27][CH2:26][C:9]1[C:8](/[N:7]=[C:2](/[Cl:1])\[C:3]([F:5])([F:4])[F:6])=[CH:25][CH:24]=[CH:23][C:10]=1[O:11][C:12]1[CH:21]=[C:20]([F:22])[CH:19]=[CH:18][C:13]=1[C:14]([O:16][CH3:17])=[O:15]

Participants

5

Reactant 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 178498023HCID 178498023, compound

Product 1

HCID 178498024HCID 178498024, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

A mixture of EXAMPLE 215B (1.4 g), N-bromosuccinimide (0.671 g), and benzoyl peroxide (0.044 g) in CCl4 (20 mL) was heated under reflux for 4 hours. After cooling, the solid was filtered off. The filtrate was then concentrated. The residue was purified by flash chromatography on silica gel eluting 1:20 ethyl acetate/hexane to give the title compound.

Workup

  1. temperatureunder reflux for 4 hours
  2. temperatureAfter cooling
  3. filtrationthe solid was filtered off
  4. concentrationThe filtrate was then concentrated
  5. customThe residue was purified by flash chromatography on silica gel eluting 1:20 ethyl acetate/hexane

Sources & evidence

ORD record
ord-aa53b92e24a64da7a0db2a2bffa31e2a
Source dataset
uspto-grants-2015_02
Patent number
US08952157B2

Reaction notes

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