Potassium Carbonate → HCID 67025537, compound

HRID 2390558Notes

Reaction equation

HRID 2390558 reaction equation
[Br:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][C:3]=1[CH2:10]Br.[CH3:12][C@H:13]1[CH2:18][O:17][CH2:16][CH2:15][NH:14]1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[Br:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][C:3]=1[CH2:10][N:14]1[CH2:15][CH2:16][O:17][CH2:18][C@@H:13]1[CH3:12]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 114713444-Bromo-3-(bromomethyl)benzonitrileHCID 12012220(3S)-3-methylmorpholine

Product 1

HCID 67025537HCID 67025537, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 4-bromo-3-(bromomethyl)benzonitrile (0.9 g, 3.27 mmol) in DMF (13.09 ml) was added (S)-3-methylmorpholine (0.541 g, 3.93 mmol) and potassium carbonate (0.995 g, 7.20 mmol). The reaction mixture was allowed to stir at RT overnight. The reaction mixture was poured onto water and extracted with EtOAc (×2). The organic extractions were combined, washed with brine (×3), dried (MgSO4) and evaporated to give the sub-title compound as a yellow oil. Yield: 0.75 g

Workup

  1. additionThe reaction mixture was poured onto water
  2. extractionextracted with EtOAc (×2)
  3. extractionThe organic extractions
  4. washwashed with brine (×3)
  5. dry with materialdried (MgSO4)
  6. customevaporated

Sources & evidence

ORD record
ord-2c2387ca6ef0407aba9d3e913266b219
Source dataset
uspto-grants-2012_09
Patent number
US08273774B2

Reaction notes

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