Sodium Iodide → HCID 15341794, compound

HRID 893447Notes

Reaction equation

HRID 893447 reaction equation
Cl[CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:22]=[CH:21][C:9]2[CH2:10][CH2:11][CH:12]([CH2:14][CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17])[O:13][C:8]=2[C:7]=1[CH2:23][CH2:24][CH3:25].[I-:26].[Na+]>C(C(C)=O)C>[I:26][CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:22]=[CH:21][C:9]2[CH2:10][CH2:11][CH:12]([CH2:14][CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17])[O:13][C:8]=2[C:7]=1[CH2:23][CH2:24][CH3:25]

Participants

4

Reactant 2

HCID 5238Sodium IodideHCID 15341793HCID 15341793, compound

Product 1

HCID 15341794HCID 15341794, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

Ethyl 7-(3-chloropropoxy)-3,4-dihydro-8-propyl-2H-1-benzopyran-2-propanoate (3.2 g, 9.042 mmol) and sodium iodide (13.6 g, 9.042 mmol) were added to 200 ml of methyl ethyl ketone and the reaction mixture was heated to reflux overnight. The solvent was removed under vacuum and 100 ml of water was added. The solution was extracted 3 times with ethyl acetate. The combined extracts were dried and filtered, and the solvent was removed under vacuum to give the product as a brown oil.

Workup

  1. temperaturethe reaction mixture was heated
  2. temperatureto reflux overnight
  3. customThe solvent was removed under vacuum and 100 ml of water
  4. additionwas added
  5. extractionThe solution was extracted 3 times with ethyl acetate
  6. customThe combined extracts were dried
  7. filtrationfiltered
  8. customthe solvent was removed under vacuum

Sources & evidence

ORD record
ord-4c13339459414381b8a82e480a71499c
Source dataset
uspto-grants-1992_06
Patent number
US05124350

Reaction notes

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