Potassium Carbonate → HCID 57226673, compound

HRID 1195827Notes

Reaction equation

HRID 1195827 reaction equation
[CH3:1][NH:2][CH2:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]([CH3:13])([CH3:12])[CH3:11])=[CH:6][CH:5]=1.C(=O)([O-])[O-].[K+].[K+].[F:20][C:21]1[CH:30]=[C:29]([F:31])[CH:28]=[C:27]2[C:22]=1[CH:23]=[CH:24][CH:25]=[C:26]2[CH2:32]Br>CN(C)C=O>[F:20][C:21]1[CH:30]=[C:29]([F:31])[CH:28]=[C:27]2[C:22]=1[CH:23]=[CH:24][CH:25]=[C:26]2[CH2:32][N:2]([CH2:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]([CH3:13])([CH3:12])[CH3:11])=[CH:6][CH:5]=1)[CH3:1]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 23968741-(4-tert-Butylphenyl)-N-methylmethanamineHCID 14368704HCID 14368704, compound

Product 1

HCID 57226673HCID 57226673, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a mixture of 0.3 g of N-methyl-4-tert.butylbenzylamine, 0.25 g of potassium carbonate and 5 ml of abs. dimethylformamide (DMF) are added dropwise 0.4 g of 5,7-difluoro-1-bromomethylnaphthalene and the mixture stirred overnight at RT. The solvent is removed under vacuum and the residue partitioned between ether and water. The organic phase is dried and evaporated. The pure product is obtained as an oil following chromatography on silica gel (eluant: hexane/ethylacetate=95/5).

Workup

  1. customThe solvent is removed under vacuum
  2. customthe residue partitioned between ether and water
  3. customThe organic phase is dried
  4. customevaporated
  5. customThe pure product is obtained as an oil

Sources & evidence

ORD record
ord-93cc0151a7d64649907eb107f1de6008
Source dataset
uspto-grants-1992_05
Patent number
US05112851

Reaction notes

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