Ethyl Acetate → HCID 57837945, compound

HRID 732129Notes

Reaction equation

HRID 732129 reaction equation
Cl[CH2:2][C:3]1[N:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([Cl:14])[CH:9]=2)[O:5][N:4]=1.[Li+].[Br-:16].CC(=O)OCC>C1COCC1>[Br:16][CH2:2][C:3]1[N:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([Cl:14])[CH:9]=2)[O:5][N:4]=1

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 82050Lithium BromideHCID 100825203-(Chloromethyl)-5-(3-chlorophenyl)-1,2,4-oxadiazole

Product 1

HCID 57837945HCID 57837945, compoundYield 85.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

3-(chloromethyl)-5-(3-chlorophenyl)-1,2,4-oxadiazole (1.38 g, 6.0 mmol) and LiBr (0.90 g, 10.3 mmol) in THF (50 ml) were heated to reflux under a nitrogen atm. o.n. After cooling to r.t. EA was added and the organic phase was washed with H2O and brine, dried and evaporated to give the title compound (1.40 g, 85%). MS (M++1) 275.

Workup

  1. temperatureto reflux under a nitrogen atm
  2. washthe organic phase was washed with H2O and brine
  3. customdried
  4. customevaporated

Sources & evidence

ORD record
ord-72d3651354694386b62e4ba380614ebc
Source dataset
uspto-grants-2009_09
Patent number
US07585881B2

Reaction notes

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