Sodium Iodide → HCID 15341794, compound

HRID 1756190Notes

Reaction equation

HRID 1756190 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-1e628f8fcbb74e2fad38d74db66fce7a
Source dataset
uspto-grants-1995_08
Patent number
US05439937

Reaction notes

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