Azobisisobutyronitrile → HCID 86674584, compound

HRID 2170647Notes

Reaction equation

HRID 2170647 reaction equation
[Cl:1][C:2]1[CH:14]=[CH:13][C:12]([CH3:15])=[CH:11][C:3]=1[O:4][C@@H:5]([CH3:10])[C:6]([O:8][CH3:9])=[O:7].C1C(=O)N([Br:23])C(=O)C1.CC(N=NC(C#N)(C)C)(C#N)C>C(Cl)(Cl)(Cl)Cl>[Br:23][CH2:15][C:12]1[CH:13]=[CH:14][C:2]([Cl:1])=[C:3]([CH:11]=1)[O:4][C@@H:5]([CH3:10])[C:6]([O:8][CH3:9])=[O:7]

Participants

5

Reactant 3

HCID 6547AzobisisobutyronitrileHCID 67184N-bromobutanimideHCID 40647465HCID 40647465, compound

Product 1

HCID 86674584HCID 86674584, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

To (S)-methyl 2-(2-chloro-5-methylphenoxy)propanoate (2.4 g, 10.5 mmol) in CCl4 (20 mL) was added NBS (1.92 g, 11.55 mmol) and AIBN (0.35 g, 2.1 mmol). The mixture was refluxed overnight. The reaction mixture was cooled and the solvent was removed to obtain the crude. The crude was purified by flash chromatography (AcOEt/Hexane 0˜30%) to obtain the title compound.

Workup

  1. temperatureThe mixture was refluxed overnight
  2. temperatureThe reaction mixture was cooled
  3. customthe solvent was removed
  4. customto obtain the crude
  5. customThe crude was purified by flash chromatography (AcOEt/Hexane 0˜30%)

Sources & evidence

ORD record
ord-238bd778d95249b58c745be1cd64de74
Source dataset
uspto-grants-2015_06
Patent number
US09051265B2

Reaction notes

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