Hydrochloric Acid → HCID 19894219, compound

HRID 892865Notes

Reaction equation

HRID 892865 reaction equation
[Cl:1][C:2]1[CH:18]=[CH:17][C:5]([O:6][C:7]2[S:8][C:9]([C:12]([O:14]CC)=[O:13])=[CH:10][N:11]=2)=[CH:4][CH:3]=1.[Li+].[OH-].Cl>C1COCC1>[Cl:1][C:2]1[CH:18]=[CH:17][C:5]([O:6][C:7]2[S:8][C:9]([C:12]([OH:14])=[O:13])=[CH:10][N:11]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 15310189HCID 15310189, compound

Product 1

HCID 19894219HCID 19894219, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of ethyl 2-(4-chlorophenoxy)-5-thiazolecarboxylate from above in 1:1 1N LiOH:THF (150 mL) was heated at 50° C. for 1 hr. It was then cooled to r.t. and the THF was stripped off in vacuo. The resulting aqueous solution was poured into 1:1 conc. HCl:ice (200 mL), the precipitate was collected, taken up in ethylacetate (250 mL), dried with MgSO4 and concentrated to afford 2-(4-chlorophenoxy)-5-thiazolecarboxylic acid (7.49 g, 89% over the two steps) as an off-white solid.

Workup

  1. customice (200 mL), the precipitate was collected
  2. dry with materialdried with MgSO4
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-8890c66aca494b729d484a5a651ac072
Source dataset
uspto-grants-1992_06
Patent number
US05120752

Reaction notes

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