Sodium Salicylate → HCID 178454710, compound

HRID 244284Notes

Reaction equation

HRID 244284 reaction equation
[C:1]([O-:10])(=[O:9])[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4].[Na+].[Br-].[CH3:13][N+:14]([CH3:28])([CH2:23][C:24]([CH2:26][CH3:27])=[O:25])[CH2:15][CH2:16][O:17][C:18](=[O:22])[C:19]([CH3:21])=[CH2:20]>O>[C:1]([O-:10])(=[O:9])[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4].[CH3:28][N+:14]([CH3:13])([CH2:23][C:24]([CH2:26][CH3:27])=[O:25])[CH2:15][CH2:16][O:17][C:18](=[O:22])[C:19]([CH3:21])=[CH2:20]

Participants

4

Reactant 2

HCID 16760658Sodium Salicylate2×HCID 86762282HCID 86762282, compound

Product 1

HCID 178454710HCID 178454710, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
25 °C

Procedure

Sodium salicylate (1.64 g, 10 mmole) was dissolved in DI water (10 mL), and the sodium salicylate solution was added to a solution of N,N-dimethyl-N-(ethylcarbonylmethyl)-N-[2-(methacryloyloxy)ethyl]ammonium bromide (3.24 g, 10 mmole) in DI water (10 mL). The reaction was stirred at 25° C. for 24 hours. The product was extracted by chloroform and dried in vacuum and analyzed. 1H NMR (300 MHz, D2O): δ 7.0-7.67 (m, 1H), 7.35-7.28 (m, 1H), 6.86-6.79 (m, 2H), 6.11 (s, 1H), 5.65 (s, 1H), 5.03 (s, 2H), 4.66 (t, 2H, J=3.0 Hz), 4.42 (t, 2H, J=3.0 Hz), 4.20 (q, 2H, J=7.2 Hz), 3.76 (s, 6H), 1.92 (s, 3H), 1.29 (t, 3H, J=6.0 Hz).

Workup

  1. extractionThe product was extracted by chloroform
  2. customdried in vacuum

Sources & evidence

ORD record
ord-23aac1070bf544ffa6e0ac847d6b6604
Source dataset
uspto-grants-2014_02
Patent number
US08658192B2

Reaction notes

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