Sodium Iodide → HCID 21961885, compound

HRID 2270045Notes

Reaction equation

HRID 2270045 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-2eaab13475354c618b5ee2b980318139
Source dataset
uspto-grants-2001_12
Patent number
US06331408B1

Reaction notes

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