Hydrochloric Acid → N,N-Dimethyl-N-((4-methyl-2-oxooxazolidin-4-yl)methyl)ethanaminium chloride

HRID 1023480Notes

Reaction equation

HRID 1023480 reaction equation
[CH3:1][N:2]([CH2:4][C:5]1([CH3:11])[CH2:9][O:8][C:7](=O)[NH:6]1)[CH3:3].[CH2:12](I)[CH3:13].[ClH:15].[OH2:16]>CO.[Ag-]=O>[Cl-:15].[CH3:1][N+:2]([CH3:3])([CH2:4][C:5]1([CH3:11])[CH2:9][O:16][C:7](=[O:8])[NH:6]1)[CH2:12][CH3:13]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 962Water2×HCID 6340IodoethaneHCID 593551734-((Dimethylamino)methyl)-4-methyloxazolidin-2-one

Product 1

HCID 68563428N,N-Dimethyl-N-((4-methyl-2-oxooxazolidin-4-yl)methyl)ethanaminium chloride

Reagents, catalysts & solvents 2

HCID 178418778HCID 178418778, compoundCatalystHCID 887MethanolSolvent

Procedure

A solution of 4-((dimethylamino)methyl)-4-methyloxazolidin-2-one (1.07 g, 6.76 mmol) and ethyl iodide (2.0 ml, 25 mmol) in MeOH (10 ml) in a sealed tube was heated to 70° C. for 16 h, then cooled to RT, and diluted with water (20 ml). Silver (I) oxide (470 mg, 2.03 mmol) was added, then 1.0 M HCl in H2O (ca. 1.5 ml) until the pH of the solution was neutral (6.5). The solution was filtered through Celite, and evaporated. ESI/APCI expected for C9H19N2O2+: 187.14. Found: 187.

Workup

  1. filtrationThe solution was filtered through Celite
  2. customevaporated

Sources & evidence

ORD record
ord-a20be1d55a6149168d1d2018d53aaab0
Source dataset
uspto-grants-2014_05
Patent number
US08722715B2

Reaction notes

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