Potassium Iodide → 5-[2-[4-[Bis(4-methoxyphenyl)hydroxymethyl]-1-piperidinyl]ethyl]-3-methyl-2-oxazolidinone

HRID 476935Notes

Reaction equation

HRID 476935 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]([C:17]2[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][CH:18]=2)([CH:11]2[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]2)[OH:10])=[CH:5][CH:4]=1.Cl[CH2:26][CH2:27][CH:28]1[O:32][C:31](=[O:33])[N:30]([CH3:34])[CH2:29]1.C(=O)([O-])[O-].[Na+].[Na+].[I-].[K+]>C(O)CCC.CC(O)C>[CH3:24][O:23][C:20]1[CH:19]=[CH:18][C:17]([C:9]([C:6]2[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=2)([OH:10])[CH:11]2[CH2:16][CH2:15][N:14]([CH2:26][CH2:27][CH:28]3[O:32][C:31](=[O:33])[N:30]([CH3:34])[CH2:29]3)[CH2:13][CH2:12]2)=[CH:22][CH:21]=1

Participants

7

Reactant 4

HCID 4875Potassium IodideHCID 10340Sodium CarbonateHCID 14698742alpha,alpha-Bis(4-methoxyphenyl)-4-piperidinemethanolHCID 146987465-(2-Chloro-ethyl)-3-methyl-oxazolidin-2-one

Product 1

HCID 146987545-[2-[4-[Bis(4-methoxyphenyl)hydroxymethyl]-1-piperidinyl]ethyl]-3-methyl-2-oxazolidinoneYield 87%

Reagents, catalysts & solvents 2

HCID 2631-ButanolSolventHCID 3776IsopropanolSolvent

Procedure

This compound was prepared according to the procedure of Example 1. A mixture of 3.2 g (0.01 mole) of α,α-bis-(4-methoxyphenyl)-4-piperidinemethanol, 1.6 g (0.01 mole) of 5-(2-chloroethyl)-3-methyl-2-oxazolidinone, 3.7 g (0.035 mole) of anhydrous sodium carbonate and 0.4 g of potassium iodide in 100 ml of 1-butanol gave 3.9 g (87%) of off-white solid, m.p. 145°-147° C. (2-propanol).

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-cb12b9f159ea42fa9654a09e3140aa3c
Source dataset
uspto-grants-1989_12
Patent number
US04886794

Reaction notes

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