Potassium Iodide → HCID 14698759, compound

HRID 476940Notes

Reaction equation

HRID 476940 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:16]2[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=2)([CH:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)[OH:9])=[CH:4][CH:3]=1.Cl[CH2:24][CH2:25][CH:26]1[O:30][C:29](=[O:31])[N:28]([CH2:32][C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[CH2:27]1.[C:39](=O)([O-:41])[O-:40].[Na+].[Na+].[I-].[K+]>C(O)CCC>[C:39]([OH:41])(=[O:40])[C:29]([OH:30])=[O:31].[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:16]2[CH:17]=[CH:18][C:19]([F:22])=[CH:20][CH:21]=2)([OH:9])[CH:10]2[CH2:11][CH2:12][N:13]([CH2:24][CH2:25][CH:26]3[O:30][C:29](=[O:31])[N:28]([CH2:32][C:33]4[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=4)[CH2:27]3)[CH2:14][CH2:15]2)=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 4875Potassium IodideHCID 10340Sodium CarbonateHCID 3284023-Benzyl-5-(2-chloroethyl)-1,3-oxazolidin-2-oneHCID 11208889Bis(4-fluorophenyl)(piperidin-4-yl)methanol

Product 1

HCID 14698759HCID 14698759, compoundYield 150.9%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

This compound was prepared according to the procedure of Example 1. A mixture of 9.1 g (0.03 mole) of α,α-bis-(p-fluorophenyl)-4-piperidinemethanol, 7.2 g (0.03 mole) of 5-(2-chloroethyl)-3-benzyl-2-oxazolidinone, 10.6 g (0.1 mole) of anhydrous sodium carbonate and 0.4 g of potassium iodide in 175 ml of 1-butanol gave a gum as residue. The gum was converted to the oxalate salt and the solid was recrystallized from 2-methoxyethanol-water to yield 13.5 g (75%) of white solid, m.p. 234°-235° C., with decomposition.

Workup

  1. customThis compound was prepared
  2. customgave a gum as residue
  3. customthe solid was recrystallized from 2-methoxyethanol-water

Sources & evidence

ORD record
ord-289b56b4ff9649fa8ae2fc51458096c8
Source dataset
uspto-grants-1989_12
Patent number
US04886794

Reaction notes

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