Sodium Hydroxide → HCID 86714666, compound

HRID 1409453Notes

Reaction equation

HRID 1409453 reaction equation
[F:1][C:2]([F:23])([F:22])[CH2:3][C:4]1[N:5]([CH2:14][O:15][CH2:16][CH2:17][Si:18]([CH3:21])([CH3:20])[CH3:19])[CH:6]=[C:7]([C:9]([O:11]CC)=[O:10])[N:8]=1.[OH-].[Na+]>C1COCC1.O>[F:23][C:2]([F:1])([F:22])[CH2:3][C:4]1[N:5]([CH2:14][O:15][CH2:16][CH2:17][Si:18]([CH3:20])([CH3:19])[CH3:21])[CH:6]=[C:7]([C:9]([OH:11])=[O:10])[N:8]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 86714665HCID 86714665, compound

Product 1

HCID 86714666HCID 86714666, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

Ethyl 2-(2,2,2-trifluoroethyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole-4-carboxylate (2.41 mmol, 850 mg) was dissolved in THF (30 ml) and H2O (20 ml). NaOH (4.82 mmol, 200 mg) was added and the mixture was stirred at RT for 48 h. The reaction mixture was concentrated and acidified to pH 2 using 1 N HCl. The mixture was extracted with DCM and the organic layer was concentrated. Yield 310 mg. LC-MS: [M+1]=325.01.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. extractionThe mixture was extracted with DCM
  3. concentrationthe organic layer was concentrated

Sources & evidence

ORD record
ord-6137491d602a4093872bce8c0cb2ae36
Source dataset
uspto-grants-2014_12
Patent number
US08921378B2

Reaction notes

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