Acetone → HCID 15876972, compound

HRID 1585353Notes

Reaction equation

HRID 1585353 reaction equation
[CH3:1][O:2][C:3]1[CH:10]=[CH:9][CH:8]=[CH:7][C:4]=1[CH2:5]Cl.CC(C)=O.[I-:15].[Na+].CCCCCC>CCOCC.C(OCC)(=O)C>[CH3:1][O:2][C:3]1[CH:10]=[CH:9][CH:8]=[CH:7][C:4]=1[CH2:5][I:15]

Participants

7

Reactant 4

HCID 180AcetoneHCID 5238Sodium IodideHCID 8058HexaneHCID 814952-(Chloromethyl)anisole

Product 1

HCID 15876972HCID 15876972, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 8857Ethyl AcetateSolvent

Procedure

2 g of 2-methoxybenzyl chloride in 22 ml of abs. acetone are treated with 9.3 g of sodium iodide and the reaction mixture is stirred at RT overnight. It is then diluted with 250 ml of ether and the whole is washed with 10% sodium thiosulfate solution and saline. After drying over sodium sulfate, and removing the solvent, the title compound, which is subjected, without purification, to further processing, is obtained. TLC Rf (hexane:ethyl acetate=4:1)=0.46. 1H-NMR (200 MHz, CDCl3): 7.36-7.2 (m, 2H); 6.92-6.8 (m, 2H); 4.48 (s, 2H); 3.91 (s, 3H).

Workup

  1. washthe whole is washed with 10% sodium thiosulfate solution and saline
  2. dry with materialAfter drying over sodium sulfate
  3. customremoving the solvent
  4. customthe title compound, which is subjected, without purification, to further processing
  5. customis obtained

Sources & evidence

ORD record
ord-f317dcafcf524dadaadd0c428c7caa83
Source dataset
uspto-grants-1999_08
Patent number
US05935976

Reaction notes

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