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

HRID 13794

Reaction equation

HRID 13794 reaction equation
Cl[CH2:2][C:3]1[O:4][C:5](=[O:9])[O:6][C:7]=1[CH3:8].[Br-:10].[Na+].CN(C)C=O>CC(C)=O>[Br:10][CH2:2][C:3]1[O:4][C:5](=[O:9])[O:6][C:7]=1[CH3:8]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 253881Sodium BromideHCID 98555184-(Chloromethyl)-5-methyl-1,3-dioxol-2-one

Product 1

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

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To 403 mg of 4-(chloromethyl)-5-methyl-1,3-dioxol-2-one and 525 mg of sodium bromide was added 0.8 ml of anhydrous N,N-dimethylformamide, followed by at room temperature for 1.5 hours. To the reaction solution was added 1.2 ml anhydrous acetone, the mixture was further stirred at room temperature for 1 hour, and then insolubles were removed by filtration. Insolubles were washed three times with 0.8 ml of anhydrous acetone, and the resulting pale yellow solution was used in the next reaction.

Workup

  1. custominsolubles were removed by filtration
  2. washInsolubles were washed three times with 0.8 ml of anhydrous acetone
  3. customthe resulting pale yellow solution was used in the next reaction

Sources & evidence

ORD record
ord-7673f946ac5a4594919a73190681f2f3
Source dataset
uspto-grants-2010_06
Patent number
US07728131B2

Linked notes

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