Azobisisobutyronitrile → 4-(Bromomethyl)-5-methyl-1,3-dioxol-2-one

HRID 501781Notes

Reaction equation

HRID 501781 reaction equation
[CH3:1][C:2]1[O:3][C:4](=[O:8])[O:5][C:6]=1[CH3:7].[Br:9]N1C(=O)CCC1=O.N(C(C)(C)C#N)=NC(C)(C)C#N>C1C=CC=CC=1>[Br:9][CH2:1][C:2]1[O:3][C:4](=[O:8])[O:5][C:6]=1[CH3:7]

Participants

5

Reactant 3

HCID 6547AzobisisobutyronitrileHCID 67184N-bromobutanimideHCID 1422104,5-Dimethyl-1,3-dioxol-2-one

Product 1

HCID 107741414-(Bromomethyl)-5-methyl-1,3-dioxol-2-one

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

2.08 g of 4,5-dimethyl-1,3-dioxol-2-one was dissolved in 24 mL of benzene, to which 3.25 g of N-bromosuccinimide and 86 mg of 2,2′-azobis(isobutyronitrile) were added at room temperature, and this mixture was stirred for 30 minutes while heating it under reflux. The reaction mixture was cooled to room temperature, and consequently, a solution of 4-bromomethyl-5-methyl-1,3-dioxol-2-one in benzene was obtained.

Workup

  1. additionwere added at room temperature
  2. temperaturewhile heating it
  3. temperatureunder reflux

Sources & evidence

ORD record
ord-026dbb184d864d0c8f4a124ca8c17964
Source dataset
uspto-grants-2010_08
Patent number
US07772285B2

Reaction notes

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