Lithium Hydroxide → 90833-78-6

HRID 2205103Notes

Reaction equation

HRID 2205103 reaction equation
[CH3:1][C:2]1[C:3]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[N:4][C:5]2[C:10]([N:11]=1)=[CH:9][C:8]([C:12]([O:14]C)=[O:13])=[CH:7][CH:6]=2.[Li+].[OH-]>O1CCOCC1.O>[CH3:1][C:2]1[C:3]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[N:4][C:5]2[C:10]([N:11]=1)=[CH:9][C:8]([C:12]([OH:14])=[O:13])=[CH:7][CH:6]=2

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 86718104HCID 86718104, compound

Product 1

HCID 1315866090833-78-6Yield 35.5%

Reagents, catalysts & solvents 1

HCID 218864351,4-Dioxane--water (1/1)Solvent

Procedure

A solution of methyl 3-methyl-2-phenylquinoxaline-6-carboxylate (90 mg, 0.32 mmol, 1.00 equiv) and LiOH (20.7 mg, 0.90 mmol, 5.00 equiv) in 1,4-dioxane/H2O (9/3 mL) was placed in a 50-mL round-bottom flask and allowed to react, with stirring, for 1 hr while the temperature was maintained at reflux in an oil bath. The resulting mixture was concentrated under vacuum, and the pH adjusted to 4 with HCl (1M). The solids were collected by filtration and dried in an oven under reduced pressure, yielding 30 mg (33%) of 3-methyl-2-phenylquinoxaline-6-carboxylic acid as a white solid.

Workup

  1. customto react
  2. temperaturewas maintained
  3. temperatureat reflux in an oil bath
  4. concentrationThe resulting mixture was concentrated under vacuum
  5. filtrationThe solids were collected by filtration
  6. customdried in an oven under reduced pressure

Sources & evidence

ORD record
ord-54f1e3462e324b8eacff5d5644f71b70
Source dataset
uspto-grants-2016_06
Patent number
US09370522B2

Reaction notes

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