Sodium Iodide → HCID 67119793, compound

HRID 1888088Notes

Reaction equation

HRID 1888088 reaction equation
[Cl-:1].[Ce+3].[Cl-].[Cl-].[I-].[Na+].[O:7]1[C:11]2[CH:12]=[CH:13][C:14]([C:16](=[O:19])[CH2:17]Br)=[CH:15][C:10]=2[O:9][CH2:8]1.[CH2:20]([N:27]1[CH2:32][CH2:31][C:30](=[O:33])[CH2:29][CH2:28]1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>O1CCCC1>[ClH:1].[CH2:20]([N:27]1[CH2:32][CH2:31][C:30]([CH2:17][C:16]([C:14]2[CH:13]=[CH:12][C:11]3[O:7][CH2:8][O:9][C:10]=3[CH:15]=2)=[O:19])([OH:33])[CH2:29][CH2:28]1)[C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1

Participants

6

Reactant 4

HCID 5238Sodium IodideHCID 192201-Benzyl-4-piperidoneHCID 24636Cerium(III) chlorideHCID 2437771-(1,3-Dioxaindan-5-yl)-2-bromoethan-1-one

Product 1

HCID 67119793HCID 67119793, compoundYield 44.9%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

Anhydrous cerium chloride (0.99 g, 4.0 mmol) and sodium iodide (1.8 g of, 12.0 mmol) are added to 10 ml of anhydrous tetrahydrofuran as a solvent to form a suspension. Dissolving 0.97 g (4.0 mmol) of 1-(benzo[d][1,3]dioxol-5-yl)-2-bromoethanone and 0.76 g (4.0 mmol) of N-benzyl-4-piperidone into 10 ml of anhydrous tetrahydrofuran, and the solution is added dropwise to the above suspension and reacting at room temperature for 2 hours. Operating according to the post-treatment procedure in General Method three to obtain 0.70 g of a white crystal, with yield of 42.9%.

Workup

  1. customto form a suspension
  2. additionthe solution is added dropwise to the above suspension

Sources & evidence

ORD record
ord-62a2a6bef38d493393267ccd2075471f
Source dataset
uspto-grants-2013_08
Patent number
US08501778B2

Reaction notes

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