Lithium hydroxide, monohydrate → HCID 54102062, compound

HRID 266575Notes

Reaction equation

HRID 266575 reaction equation
O.[OH-].[Li+].[CH3:4][O:5][C:6]([C:8]1[C:9]([S:22][CH3:23])=[C:10]([CH:15]=[CH:16][C:17]=1[C:18]([F:21])([F:20])[F:19])[C:11]([O:13]C)=[O:12])=[O:7]>CO.O>[CH3:4][O:5][C:6]([C:8]1[C:9]([S:22][CH3:23])=[C:10]([CH:15]=[CH:16][C:17]=1[C:18]([F:19])([F:20])[F:21])[C:11]([OH:13])=[O:12])=[O:7]

Participants

5

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 54204871HCID 54204871, compound

Product 1

HCID 54102062HCID 54102062, compoundYield 82.9%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

Lithium hydroxide monohydrate (1.87 g) was added to a solution of methyl 3-methoxycarbonyl-2-(methylsulphenyl)-4-trifluoromethylbenzoate (13.71 g) in methanol and water. The mixture was stirred at room temperature overnight and the methanol was removed by evaporation. The residual aqueous solution was acidified to pH 1 and extracted with ether, washed with water, dried (MgSO4) and filtered. The filtrate was evaporated to dryness to give 3-methoxycarbonyl-2-(methylsulphenyl)-4-trifluoromethylbenzoic acid (10.85 g) as an off-white solid, NMR (CDCl3) 2.45(s, 3H), 3.95(s,3H), 5.45-6.1(bs, 1H), 7.2(d, 1H), 7.95(d, 1H).

Workup

  1. customthe methanol was removed by evaporation
  2. extractionextracted with ether
  3. washwashed with water
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered
  6. customThe filtrate was evaporated to dryness

Sources & evidence

ORD record
ord-28ccc6d60f694ca5aeb66831881cba3b
Source dataset
uspto-grants-1997_07
Patent number
US05650533

Reaction notes

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