Lithium Hydroxide → 801149-24-6

HRID 1712925Notes

Reaction equation

HRID 1712925 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([C@@H:7]2[CH2:9][C@H:8]2[C:10]([O:12]CC)=[O:11])=[CH:3][CH:2]=1.[OH-].[Li+]>C1COCC1.O.Cl>[N:1]1[CH:6]=[CH:5][C:4]([C@@H:7]2[CH2:9][C@H:8]2[C:10]([OH:12])=[O:11])=[CH:3][CH:2]=1

Participants

6

Reactant 2

HCID 3939Lithium HydroxideHCID 59463128trans-Ethyl 2-(pyridin-4-YL)cyclopropanecarboxylate

Product 1

HCID 39235850801149-24-6

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidSolventHCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of ethyl trans-2-pyridin-4-ylcyclopropanecarboxylate (0.918 g, 4.80 mmol) in THF (10 mL) and water (10 mL) was added lithium hydroxide (0.345 g, 14.4 mmol). The reaction mixture was allowed to stir at rt for 24 h and then diluted with 2N HCl (10 mL). The mixture was concentrated to give trans-2-pyridin-4-ylcyclopropanecarboxylic acid which was used without purification in the next step. LCMS: (FA) ES+ 164.0, ES-162.1.

Workup

  1. concentrationThe mixture was concentrated

Sources & evidence

ORD record
ord-b055db93d851421b8e9c37884e7a48bb
Source dataset
uspto-grants-2010_09
Patent number
US07795249B2

Reaction notes

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