Ethyl Acetate → HCID 57837945, compound

HRID 2102294Notes

Reaction equation

HRID 2102294 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) was heated to reflux under a nitrogen atmosphere 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 atmosphere o.n
  2. washthe organic phase was washed with H2O and brine
  3. customdried
  4. customevaporated

Sources & evidence

ORD record
ord-c4b7197178af46f3bed921e43f0d5176
Source dataset
uspto-grants-2009_08
Patent number
US07576077B2

Reaction notes

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