Lithium hydroxide, monohydrate → HCID 86760439, compound

HRID 1868554Notes

Reaction equation

HRID 1868554 reaction equation
C([O:3][C:4](=[O:18])[CH2:5][CH:6]1[C:15](=[O:16])[N:14]([CH3:17])[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[NH:7]1)C.O.[OH-].[Li+:21]>C1COCC1.O>[CH3:17][N:14]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[NH:7][CH:6]([CH2:5][C:4]([O-:18])=[O:3])[C:15]1=[O:16].[Li+:21]

Participants

4

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 21027844625437-96-9

Product 1

HCID 86760439HCID 86760439, compound

Reagents, catalysts & solvents 1

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

Conditions

Temperature
0 °C

Procedure

4-Methyl-3-oxo-1,2,3,4-tetrahydro-quinoxalin-2-yl-acetic acid ethyl ester (1.05 g, 4.23 mmol) was dissolved in a mixed solvent THF/H2O (1:1, 39 mL) and cooled to 0° C. in an ice-bath. Lithium hydroxide monohydrate (174 mg, 4.15 mmol) was then added and the resulting mixture was stirred at 0° C. for 6 h (monitored by TLC). Solvent was removed under reduced pressure and the residue was triturated with EtOAc to give the title compound as a gray solid: 1H NMR (D2O) δ=7.03-6.79 (m, 4H), 4.06 (dd, 1H, J=4.5, 9.6 Hz), 3.21 (s, 3H), 2.48 (dd, 1H, J=9.3, 15.6 Hz), 2.33 (dd, 1H, J=4.5, 15.6 Hz).

Workup

  1. customSolvent was removed under reduced pressure
  2. customthe residue was triturated with EtOAc

Sources & evidence

ORD record
ord-1cb05bf510694d02a27e88e2d021af42
Source dataset
uspto-grants-2009_12
Patent number
US07635775B2

Reaction notes

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