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

HRID 544092Notes

Reaction equation

HRID 544092 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>C(Cl)(Cl)(Cl)Cl>[Br:9][CH2:1][C:2]1[O:3][C:4](=[O:8])[O:5][C:6]=1[CH3:7]

Participants

4

Reactant 2

HCID 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 5943Carbon TetrachlorideSolvent

Procedure

To a stirred solution of 3.0 g of 4,5-dimethyl-2-oxo-1,3-dioxole in 100 ml of carbon tetrachloride was added 4.63 g of N-bromosuccinimide. The resulting solution was heated under reflux and irradiated for 15 minutes. The reaction mixture was cooled to 0°-5° C., filtered and evaporated to give the title product.

Workup

  1. temperatureThe resulting solution was heated
  2. temperatureunder reflux
  3. customirradiated for 15 minutes
  4. temperatureThe reaction mixture was cooled to 0°-5° C.
  5. filtrationfiltered
  6. customevaporated

Sources & evidence

ORD record
ord-756f039985a143c6a9fdf97fa45bd5d0
Source dataset
uspto-grants-1984_05
Patent number
US04448732

Reaction notes

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