Hydrochloric Acid → Tri-sodium chloride

HRID 1257540Notes

Reaction equation

HRID 1257540 reaction equation
[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:9]=[C:10]([CH:15]=[C:16]([CH:18]=[CH2:19])[CH:17]=2)[C:11]([O:13]C)=[O:12])=[N:6][CH:7]=1.[OH-].[Na+:21].[ClH:22]>CO>[Cl-:22].[Na+:21].[Na+:21].[Na+:21].[Cl-:22].[Cl-:22].[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:9]=[C:10]([CH:15]=[C:16]([CH:18]=[CH2:19])[CH:17]=2)[C:11]([OH:13])=[O:12])=[N:6][CH:7]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 66896192Methyl 3-(5-methyl-2-pyridinyl)-5-vinylbenzoate

Product 2

HCID 23615961Tri-sodium chlorideHCID 668957363-(5-Methyl-2-pyridinyl)-5-vinylbenzoic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of methyl 3-(5-methyl-2-pyridinyl)-5-vinylbenzoate (1.51 g, 5.97 mmol) in methanol (20 mL) was added sodium hydroxide (1 N, 17.9 mL, 17.9 mmol). The reaction mixture was stirred at 50° C. for 18 h. The mixture was cooled to ambient temperature, and hydrogen chloride (6N, 2.98 mL, 17.9, mmol) was added. The mixture was stirred for 30 min and was concentrated to dryness to give the tri-sodium chloride adduct of the title compound (2.5 g). MS 240.1 (M+1).

Workup

  1. temperatureThe mixture was cooled to ambient temperature
  2. stirringThe mixture was stirred for 30 min
  3. concentrationwas concentrated to dryness

Sources & evidence

ORD record
ord-ced44bb3fca34862abc4aa6604093fa8
Source dataset
uspto-grants-2013_06
Patent number
US08461185B2

Reaction notes

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