Lithium hydroxide, monohydrate → HCID 67532234, compound

HRID 1942147Notes

Reaction equation

HRID 1942147 reaction equation
[O:1]=[C:2]1[C:11]([C:12]([O:14]CC)=[O:13])=[N:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]1[CH2:17][O:18][CH2:19][C:20]([F:23])([F:22])[F:21].O.[OH-].[Li+]>C(O)C.O>[O:1]=[C:2]1[C:11]([C:12]([OH:14])=[O:13])=[N:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]1[CH2:17][O:18][CH2:19][C:20]([F:23])([F:21])[F:22]

Participants

5

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 67533142HCID 67533142, compound

Product 1

HCID 67532234HCID 67532234, compoundYield 174.9%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

1.5 g (4.54 mmol) of ethyl 2-oxo-1-[(2,2,2-trifluoroethoxy)methyl]-1,2-dihydroquinoxaline-3-carboxylate and 0.28 g (6.81 mmol) of lithium hydroxide monohydrate were dissolved in a solvent mixture of ethanol (30 mL) and water (30 mL), and the solution was stirred for 2 hours at room temperature. The reaction solution was concentrated to a half the original volume, and then water was added to the residue. The mixture was acidified using 10% hydrochloric acid, and then extracted with ethyl acetate. The organic layer was washed with water, dried over anhydrous sodium sulfate, and concentrated, to obtain 2.4 g (yield: 53%) of 2-oxo-1-[(2,2,2-trifluoroethoxy)methyl]-1,2-dihydroquinoxaline-3-carboxylic acid as a white powder.

Workup

  1. concentrationThe reaction solution was concentrated to a half the original volume
  2. additionwater was added to the residue
  3. extractionextracted with ethyl acetate
  4. washThe organic layer was washed with water
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-5c2947c268a3457996537fc281a5012d
Source dataset
uspto-grants-2013_03
Patent number
US08389523B2

Reaction notes

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