Sodium Hydroxide → HCID 66918073, compound

HRID 655941Notes

Reaction equation

HRID 655941 reaction equation
[Cl:1][C:2]1[C:3]([CH:9]2[CH2:11][CH:10]2[C:12]([O:14]CC)=[O:13])=[N:4][CH:5]=[C:6]([Cl:8])[CH:7]=1.[OH-].[Na+]>C(O)C>[Cl:1][C:2]1[C:3]([CH:9]2[CH2:11][CH:10]2[C:12]([OH:14])=[O:13])=[N:4][CH:5]=[C:6]([Cl:8])[CH:7]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 66918072HCID 66918072, compound

Product 1

HCID 66918073HCID 66918073, compoundYield 91.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1.65 g of ethyl 2-(3,5-dichloropyridin-2-yl)cyclopropanecarboxylate (0.00634 mol) are dissolved in 20 ml of ethanol, 9.5 ml of sodium hydroxide 1M are added to the reaction mixture which is refluxed for 4 hours and left at room temperature overnight. After concentration in vacuo, 30 ml of water are added to the reaction mixture which is extracted twice with ethyl acetate (20 ml). The aqueous phase is acidified with HCl 1M. The precipate which forms is filtered, air-dried to yield to 1.35 g of 2-(3,5-dichloropyridin-2-yl)cyclopropanecarboxylic acid (87%).

Workup

  1. temperatureis refluxed for 4 hours
  2. concentrationAfter concentration in vacuo, 30 ml of water
  3. additionare added to the reaction mixture which
  4. extractionis extracted twice with ethyl acetate (20 ml)
  5. filtrationThe precipate which forms is filtered
  6. customair-dried

Sources & evidence

ORD record
ord-b190fc5f0f9644e195ce4514c4cc841c
Source dataset
uspto-grants-2011_12
Patent number
US08071629B2

Reaction notes

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