Didecyldimethylammonium Chloride → HCID 131731749, compound

HRID 2403127Notes

Reaction equation

HRID 2403127 reaction equation
[Cl-].[CH2:2]([N+:12]([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])([CH3:14])[CH3:13])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11].[CH3:25][C@H:26]([C:39]([O-:41])=[O:40])[C:27]1[CH:32]=[CH:31][C:30]2[CH:33]=[C:34]([O:37][CH3:38])[CH:35]=[CH:36][C:29]=2[CH:28]=1.[Na+]>O>[CH3:38][O:37][C:34]1[CH:33]=[C:30]2[C:29](=[CH:36][CH:35]=1)[CH:28]=[C:27]([C@H:26]([CH3:25])[C:39]([O-:41])=[O:40])[CH:32]=[CH:31]2.[CH2:15]([N+:12]([CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11])([CH3:14])[CH3:13])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24]

Participants

4

Reactant 2

HCID 23558Didecyldimethylammonium ChlorideHCID 23681059Naproxen Sodium

Product 1

HCID 131731749HCID 131731749, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The stoichiometric mixture (0.025 mol) of didecyldimethylammonium chloride and naproxen sodium salt were dissolved in distilled water and stirred at room temperature for 1 h. The product was extracted by ethyl acetate and organic phase was separated and then washed with distilled water. Ethyl acetate phase was removed and solvent evaporated. The product, didecyldimethylammonium (S)-6-methoxy-α-methyl-2-naphthaleneacetate (95% yield), was dried under vacuum. The product is soluble in chloroform, acetone, and DMSO. It lacks miscibility with water and hexane. Thermogravimetric analysis: Tonset5%=156° C., and Tonset=190° C. 1H and 13C NMR (DMSO) were obtained.

Workup

  1. extractionThe product was extracted by ethyl acetate and organic phase
  2. customwas separated
  3. washwashed with distilled water
  4. customEthyl acetate phase was removed
  5. customsolvent evaporated

Sources & evidence

ORD record
ord-2968d08bd1cc41e0b2159cacf69410b1
Source dataset
uspto-grants-2014_08
Patent number
US08802596B2

Reaction notes

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