Benzoyl Peroxide → HCID 10635308, compound

HRID 1532021Notes

Reaction equation

HRID 1532021 reaction equation
[CH3:1][O:2][C:3]1[C:7]([CH3:8])=[C:6]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[O:5][N:4]=1.C1C(=O)N([Br:21])C(=O)C1.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>ClC(Cl)(Cl)Cl>[Br:21][CH2:8][C:7]1[C:3]([O:2][CH3:1])=[N:4][O:5][C:6]=1[C:9]([O:11][CH2:12][CH3:13])=[O:10]

Participants

5

Reactant 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 10487759HCID 10487759, compound

Product 1

HCID 10635308HCID 10635308, compoundYield 97.4%

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

Ethyl 3-Methoxy-4-methylisoxazole-5-carboxylate (1.3 g, 7.0 mmol), NBS (1.4 g, 7.9 mmol), dibenzoyl peroxide (catalytic amount) and tetrachloromethane (40 mL) was boiled under reflux for 10 h. The mixture was cooled, filtered and concentrated in vacuo to give crude title compound as a yellow oil (1.8 g, 97%). The crude product was used in the next step without further purification.

Workup

  1. temperatureunder reflux for 10 h
  2. temperatureThe mixture was cooled
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-5faaf98fd3a64e5894544cb1bcc205b4
Source dataset
uspto-grants-2001_03
Patent number
US06200999B1

Reaction notes

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