Lithium Hydroxide → HCID 67836989, compound

HRID 892867Notes

Reaction equation

HRID 892867 reaction equation
[Cl:1][C:2]1[CH:20]=[CH:19][C:5]([O:6][C:7]2[S:8][C:9](/[CH:12]=[CH:13]/[C:14]([O:16]CC)=[O:15])=[CH:10][N:11]=2)=[CH:4][CH:3]=1.[Li+].[OH-]>C1COCC1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:6][C:7]2[S:8][C:9](/[CH:12]=[CH:13]/[C:14]([OH:16])=[O:15])=[CH:10][N:11]=2)=[CH:19][CH:20]=1

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 67837324HCID 67837324, compound

Product 1

HCID 67836989HCID 67836989, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of ethyl trans-3-(2-(4-chlorophenoxy)-5-thiazolyl)propenoate from above in 1:1 1N LiOH:THF (120 mL) was heated at 50° C. for 5 hrs. It was then cooled to r.t. and the THF was stripped off. The aqueous residue was poured into 1:1 ice:conc. HCl (100 mL), the precipitate was collected, taken up in ethylacetate(150 mL), dried with MgSO4 and concentrated to afford trans-3-(2-(4-chlorophenoxy)-5-thiazolyl)propenoic acid as an off-white solid.

Workup

  1. additionThe aqueous residue was poured into 1:1 ice
  2. customHCl (100 mL), the precipitate was collected
  3. dry with materialdried with MgSO4
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-a3782d2cfcca49f491626156443ddc92
Source dataset
uspto-grants-1992_06
Patent number
US05120752

Reaction notes

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