Sodium Iodide → HCID 21961885, compound

HRID 859809Notes

Reaction equation

HRID 859809 reaction equation
[O:1]([C:8]1[CH:9]=[C:10]([CH:13]=[CH:14][CH:15]=1)[CH2:11]Cl)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[I-:16].[Na+]>CC(C)=O.CCCCCC>[O:1]([C:8]1[CH:9]=[C:10]([CH:13]=[CH:14][CH:15]=1)[CH2:11][I:16])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 5238Sodium IodideHCID 932913-Phenoxybenzyl chloride

Product 1

HCID 21961885HCID 21961885, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 8058HexaneSolvent

Procedure

To a solution of 3-phenoxybenzyl chloride (10.0 g, 45.7 mmol) in 200 ml acetone was added sodium iodide (7.6 g, 507 mmol). The mixture was stirred at temperature overnight. The mixture was diluted with 300 ml hexane and the organic layer was washed twice with 5% sodium bicarbonate, once with brine and then dried over MgSO4. Evaporation of the filtrate gave a light yellow oil. The product was used in next step without purification. 1H NMR (CDCl3) 4.4 (s,2H), 6.8–7.4 (m, 9H).

Workup

  1. washthe organic layer was washed twice with 5% sodium bicarbonate, once with brine
  2. dry with materialdried over MgSO4
  3. customEvaporation of the filtrate
  4. customgave a light yellow oil
  5. customThe product was used in next step without purification

Sources & evidence

ORD record
ord-c5de5ba0cb644ffcbbf401d03fe6b000
Source dataset
uspto-grants-2006_12
Patent number
US07153491B2

Reaction notes

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