Lithium Hydroxide → HCID 68428191, compound

HRID 2267162Notes

Reaction equation

HRID 2267162 reaction equation
[C:1]1([N:7]2[CH:11]=[C:10]([Si:12]([CH3:15])([CH3:14])[CH3:13])[NH:9][N:8]2[C:16]([O:18]CC)=[O:17])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[Li+]>O1CCCC1.O>[C:1]1([N:7]2[CH:11]=[C:10]([Si:12]([CH3:13])([CH3:14])[CH3:15])[NH:9][N:8]2[C:16]([OH:18])=[O:17])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 68428272HCID 68428272, compound

Product 1

HCID 68428191HCID 68428191, compoundYield 23,236.9%

Reagents, catalysts & solvents 1

HCID 21881883Oxolane--water (1/1)Solvent

Procedure

Ethyl 3-phenyl-5-trimethylsilanyl-1H-[1,2,3]triazole-2-carboxylate (3.0 mg) which is the compound prepared in the above 2) was dissolved in 20 ml of tetrahydrofuran/water, 1.0 ml of 3N lithium hydroxide was dropped thereinto and the mixture was stirred at room temperature for one night. The solvent was evaporated in vacuo, a saturated aqueous solution of sodium hydrogen carbonate was added to the residue, the mixture was subjected to a back extraction with ethyl acetate, an aqueous layer was neutralized with 1M hydrochloric acid and extracted with ethyl acetate and the ethyl acetate layer washed with a saturated saline solution and dried over sodium sulfate. The solvent was evaporated in vacuo to give 630 mg of the title compound as a white solid.

Workup

  1. customprepared in the above 2)
  2. customThe solvent was evaporated in vacuo
  3. additiona saturated aqueous solution of sodium hydrogen carbonate was added to the residue
  4. extractionthe mixture was subjected to a back extraction with ethyl acetate
  5. extractionextracted with ethyl acetate
  6. washthe ethyl acetate layer washed with a saturated saline solution
  7. dry with materialdried over sodium sulfate
  8. customThe solvent was evaporated in vacuo

Sources & evidence

ORD record
ord-0a8c58de33ae4f8187a62111e204c141
Source dataset
uspto-grants-2010_12
Patent number
US07858800B2

Reaction notes

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