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N-bromobutanimide → 4,5-Bis(bromomethyl)-1,3-dioxol-2-one

HRID 1388902
Notes
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Reaction equation

HRID 1388902 reaction equation
[Br:1][CH2:2][C:3]1[O:4][C:5](=[O:9])[O:6][C:7]=1[CH3:8].[Br:10]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl>[Br:1][CH2:2][C:3]1[O:4][C:5](=[O:9])[O:6][C:7]=1[CH2:8][Br:10]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 107741414-(Bromomethyl)-5-methyl-1,3-dioxol-2-one

Product 1

HCID 123258494,5-Bis(bromomethyl)-1,3-dioxol-2-one

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

To a stirred solution of 1.22 g of 4-bromomethyl-5-methyl-2-oxo-1,3-dioxole in 30 ml of carbon tetrachloride was added 1.125 g of N-bromosuccinimide. The resulting solution was heated under reflux and irradiated for 15 minutes. The reaction mixture was filtered hot, cooled, and then evaporated in vacuo to give the title product as a yellow oil.

Workup

  1. temperatureThe resulting solution was heated
  2. temperatureunder reflux
  3. customirradiated for 15 minutes
  4. filtrationThe reaction mixture was filtered hot
  5. temperaturecooled
  6. customevaporated in vacuo

Sources & evidence

ORD record
ord-0360f3a1c81e4aff80422a826c34516a
Source dataset
uspto-grants-1984_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04434173

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes