Hydrochloric Acid → HCID 57486366, compound

HRID 403618Notes

Reaction equation

HRID 403618 reaction equation
C([O:3][C:4]([C:6]1[CH:7]=[CH:8][N:9]2[C:13]([CH:14]=1)=[C:12]([C:15]#[N:16])[CH:11]=[CH:10]2)=[O:5])C.[OH-].[Li+].Cl>O1CCCC1.C(O)C.O>[C:15]([C:12]1[CH:11]=[CH:10][N:9]2[C:13]=1[CH:14]=[C:6]([C:4]([OH:5])=[O:3])[CH:7]=[CH:8]2)#[N:16]

Participants

7

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 57486365HCID 57486365, compound

Product 1

HCID 57486366HCID 57486366, compoundYield 79.5%

Reagents, catalysts & solvents 3

HCID 702EthanolSolventHCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a mixed solution of 1-cyanoindolizine-7-carboxylic acid ethyl ester (0.42 g) in tetrahydrofuran (4.2 mL), ethanol (2.1 mL) and water (2.1 mL) was added lithium hydroxide (0.25 g) at room temperature, and the mixture was stirred at the same temperature overnight. The reaction mixture was acidified with 2 mol/L hydrochloric acid, and a precipitated solid was collected by filtration. This solid was washed with water and n-hexane to give 1-cyanoindolizine-7-carboxylic acid (0.29 g).

Workup

  1. filtrationa precipitated solid was collected by filtration
  2. washThis solid was washed with water and n-hexane

Sources & evidence

ORD record
ord-0de1ddae740b4416b98977bc032d6597
Source dataset
uspto-grants-2014_06
Patent number
US08748452B2

Reaction notes

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