Azobisisobutyronitrile → 5-(Bromomethyl)-2-pentyl-4-phenyl-1,3-oxazole

HRID 1982438Notes

Reaction equation

HRID 1982438 reaction equation
[CH3:1][C:2]1[O:6][C:5]([CH2:7][CH2:8][CH2:9][CH2:10][CH3:11])=[N:4][C:3]=1[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.[Br:18]N1C(=O)CCC1=O.N(C(C)(C)C#N)=NC(C)(C)C#N>C(Cl)(Cl)(Cl)Cl>[Br:18][CH2:1][C:2]1[O:6][C:5]([CH2:7][CH2:8][CH2:9][CH2:10][CH3:11])=[N:4][C:3]=1[C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1

Participants

5

Reactant 3

HCID 6547AzobisisobutyronitrileHCID 67184N-bromobutanimideHCID 233165955-Methyl-2-pentyl-4-phenyl-1,3-oxazole

Product 1

HCID 233165985-(Bromomethyl)-2-pentyl-4-phenyl-1,3-oxazole

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

5-Methyl-2-pentyl-4-phenyloxazole (4.25 g) was brominated with N-bromosuccinimide (3.4 g) in carbon tetrachloride in the presence of azobisisobutyronitrile (0.2 g). The procedure gave an oil of 5-bromomethyl-2-pentyl-4-phenyloxazole, yield 5.70 g (99.7%).

Sources & evidence

ORD record
ord-bc81d66a0b11446d86671eebde14d4a8
Source dataset
uspto-grants-1986_06
Patent number
US04596816

Reaction notes

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