Lithium Bromide → 1-Bromoethyl ethyl carbonate

HRID 364871

Reaction equation

HRID 364871 reaction equation
[Br-:1].[Li+].[C:3](=[O:11])([O:7][CH:8](Cl)[CH3:9])[O:4][CH2:5][CH3:6]>CN(C)C=O>[C:3](=[O:11])([O:7][CH:8]([Br:1])[CH3:9])[O:4][CH2:5][CH3:6]

Participants

4

Reactant 2

HCID 82050Lithium BromideHCID 162095Carbonic acid, 1-chloroethyl ethyl ester

Product 1

HCID 30215501-Bromoethyl ethyl carbonateYield 76%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Lithium bromide (17.4 g, 0.2 m) was dissolved in dimethy formamide (150 ml) and the mixture cooled to ambient temperature. Ethyl alpha-chloroethyl carbonate (30.5 g, 0.2 m) was added and the mixture stirred at ambient temperature for 24 hours. The precipitated lithium chloride was filtered off and the filtrate vacuum distilled to afford after careful re-fractionation, ethyl alpha-bromoethyl carbonate in 76% yield based upon recovered ethyl alphachloroethyl carbonate.

Workup

  1. filtrationThe precipitated lithium chloride was filtered off
  2. distillationthe filtrate vacuum distilled

Sources & evidence

ORD record
ord-a65c4f3ac0374345a233254735b622a4
Source dataset
uspto-grants-1986_08
Patent number
US04606865

Linked notes

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