Hydrochloric Acid → HCID 90046213, compound

HRID 1482910Notes

Reaction equation

HRID 1482910 reaction equation
[F:1][C:2]([F:21])([F:20])[O:3][C:4]1[CH:9]=[CH:8][C:7]([N:10]2[N:14]=[C:13]([C:15]([O:17]CC)=[O:16])[CH:12]=[N:11]2)=[CH:6][CH:5]=1.[Li+].[OH-].O.Cl>C1COCC1.CO>[F:21][C:2]([F:1])([F:20])[O:3][C:4]1[CH:5]=[CH:6][C:7]([N:10]2[N:14]=[C:13]([C:15]([OH:17])=[O:16])[CH:12]=[N:11]2)=[CH:8][CH:9]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 3939Lithium HydroxideHCID 90046196HCID 90046196, compound

Product 1

HCID 90046213HCID 90046213, compoundYield 81.6%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of ethyl 2-(4-(trifluoromethoxy)phenyl)-2H-1,2,3-triazole-4-carboxylate (127 mg, 422 μmol, Eq: 1.00) in THF (5 ml) and MeOH (1.00 ml) was added LiOH 1M (843 μl, 843 μmol, Eq: 2). The mixture was stirred overnight. To the residue was added water and 1 N HCl (pH:1), this aqueous phase was extracted two times with ethyl acetate, the resulting organic layers were combined and washed with brine, then dried over MgSO4, filtered and concentrated to give the desired compound (94 mg, 81.6%) as a white solid.

Workup

  1. extractionthis aqueous phase was extracted two times with ethyl acetate
  2. washwashed with brine
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-6a6546c0844b46e693257fca7095d14a
Source dataset
uspto-grants-2016_08
Patent number
US09416127B2

Reaction notes

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