Sodium Iodide → HCID 67119962, compound

HRID 1888080Notes

Reaction equation

HRID 1888080 reaction equation
[Cl-:1].[Ce+3].[Cl-].[Cl-].[I-].[Na+].Br[CH2:8][C:9]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:10].[CH3:17][O:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[N:25]1[CH2:30][CH2:29][C:28](=[O:31])[CH2:27][CH2:26]1>O1CCCC1>[ClH:1].[CH3:17][O:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[N:25]1[CH2:30][CH2:29][C:28]([CH2:8][C:9](=[O:10])[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)([OH:31])[CH2:27][CH2:26]1

Participants

6

Reactant 4

HCID 5238Sodium IodideHCID 6259Phenacyl bromideHCID 24636Cerium(III) chlorideHCID 226154131-(2-methoxyphenyl)piperidin-4-one

Product 1

HCID 67119962HCID 67119962, compoundYield 38.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

Anhydrous cerium chloride (0.99 g, 4.0 mmol) and sodium iodide (1.8 g, 12.0 mmol) are added to 10 ml of anhydrous tetrahydrofuran as a solvent to form a suspension. 0.80 g (4.0 mmol) of bromoacetophenone and 0.82 g (4.0 mmol) of N-(2′-methoxyphenyl)-4-piperidone are dissolved into 10 ml of anhydrous tetrahydrofuran, and the solution is added dropwise to the above suspension. Operating according to the post-treatment procedure in General Method three obtains 0.5 g of a white crystal, with yield of 38.5%.

Workup

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

Sources & evidence

ORD record
ord-36333414db0a431fb7c7776eeb19b67c
Source dataset
uspto-grants-2013_08
Patent number
US08501778B2

Reaction notes

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