Sodium Hydroxide → HCID 91667886, compound

HRID 523259Notes

Reaction equation

HRID 523259 reaction equation
[Cl:1][C:2]1[C:3]([CH2:8][C:9]([O:11]CC)=[O:10])=[N:4][CH:5]=[CH:6][CH:7]=1.[OH-].[Na+:15]>C1COCC1>[Cl:1][C:2]1[C:3]([CH2:8][C:9]([O-:11])=[O:10])=[N:4][CH:5]=[CH:6][CH:7]=1.[Na+:15]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 57447455HCID 57447455, compound

Product 1

HCID 91667886HCID 91667886, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of ethyl 2-(3-chloropyridin-2-yl)acetate (7.59 g, 38 mmol) in THF (76 mL) was treated at room temperature with 3 M aqueous NaOH (25.3 mL, 76 mmol). The mixture was stirred at room temperature overnight and concentrated to remove the THF. The aqueous residue was frozen on dry ice and lyophilized to give sodium 2-(3-chloropyridin-2-yl)acetate as an off-white solid, used without further purification. Mass spectrum m/z 172 (M+H)+.

Workup

  1. concentrationconcentrated
  2. customto remove the THF
  3. temperatureThe aqueous residue was frozen on dry ice

Sources & evidence

ORD record
ord-cda79b02c15c4ca4a4c6a24479548f76
Source dataset
uspto-grants-2016_05
Patent number
US09334290B2

Reaction notes

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