Sodium Iodide → HCID 19002669, compound

HRID 2252049Notes

Reaction equation

HRID 2252049 reaction equation
Cl.[N:2]1([CH:7]([OH:9])C)[CH2:6][CH2:5][CH2:4][CH2:3]1.[F:10][C:11]1[CH:12]=[C:13](O)[CH:14]=[C:15]([F:17])[CH:16]=1.C(=O)([O-])[O-].[Cs+].[Cs+].[I-].[Na+]>CN(C)C=O>[F:10][C:11]1[CH:12]=[C:13]([CH:14]=[C:15]([F:17])[CH:16]=1)[O:9][CH2:7][N:2]1[CH2:6][CH2:5][CH2:4][CH2:3]1

Participants

6

Reactant 4

HCID 5238Sodium IodideHCID 10796Cesium carbonateHCID 759283,5-DifluorophenolHCID 17981832HCID 17981832, compound

Product 1

HCID 19002669HCID 19002669, compoundYield 50%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Add pyrrolidin-1-yl-ethanol hydrochloride (1.5 g) to a mixture of 3,5-difluorophenol (1.0 g), cesium carbonate (8.78 g), sodium iodide (1.15 g) in dry dimethylformamide (20 mL). Stir at room temperature overnight. Concentrate under reduced pressure and the residue is purified by chromatography eluting with ethyl acetate:hexane (1:1) to provide (0.8 g, 50%) of an oil.

Workup

  1. concentrationConcentrate under reduced pressure
  2. customthe residue is purified by chromatography
  3. washeluting with ethyl acetate:hexane (1:1)

Sources & evidence

ORD record
ord-9a702cca235046c0b70edeff95e0ca90
Source dataset
uspto-grants-2008_01
Patent number
US07320995B2

Reaction notes

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