Sodium Iodide → HCID 21138123, compound

HRID 1358873Notes

Reaction equation

HRID 1358873 reaction equation
[I-:1].[Na+].Cl[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][O:10][C:11]1[CH:16]=[CH:15][C:14]([C@H:17]2[CH2:34][C@@:32]3([CH3:33])[C@@H:28]([CH2:29][CH2:30][C@@H:31]3[OH:35])[C@H:27]3[C@H:18]2[C:19]2[CH:20]=[CH:21][C:22]([OH:36])=[CH:23][C:24]=2[CH2:25][CH2:26]3)=[CH:13][CH:12]=1>CC(CC)=O.C(OCC)(=O)C>[I:1][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][O:10][C:11]1[CH:16]=[CH:15][C:14]([C@H:17]2[CH2:34][C@@:32]3([CH3:33])[C@@H:28]([CH2:29][CH2:30][C@@H:31]3[OH:35])[C@H:27]3[C@H:18]2[C:19]2[CH:20]=[CH:21][C:22]([OH:36])=[CH:23][C:24]=2[CH2:25][CH2:26]3)=[CH:13][CH:12]=1

Participants

5

Reactant 2

HCID 5238Sodium Iodide2×HCID 21138121HCID 21138121, compound

Product 1

HCID 21138123HCID 21138123, compound

Reagents, catalysts & solvents 2

HCID 6569Methyl Ethyl KetoneSolventHCID 8857Ethyl AcetateSolvent

Procedure

150 mg of sodium iodide is added to a solution of 310 mg of the product obtained in Stage C in 6 cm3 of methylethylketone and agitation is carried out for 24 hours under reflux. 100 mg of sodium iodide is added, followed by agitation for 2 hours under reflux and for 16 hours while leaving the temperature to return to ambient, taking up in ethyl acetate, washing, drying and evaporating to dryness under reduced pressure. 470 mg of expected product is collected which is used as it is for the following stage.

Workup

  1. temperatureunder reflux
  2. waitfollowed by agitation for 2 hours
  3. temperatureunder reflux and for 16 hours
  4. customwhile leaving the temperature
  5. washwashing
  6. customdrying
  7. customevaporating to dryness under reduced pressure
  8. custom470 mg of expected product is collected which

Sources & evidence

ORD record
ord-25f1508461fe4c6daf5b4946f662357a
Source dataset
uspto-grants-2003_07
Patent number
US06596885B2

Reaction notes

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