Lithium hydroxide, monohydrate → HCID 54102062, compound

HRID 2256960Notes

Reaction equation

HRID 2256960 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-dbf21f748dac4c6ea1e3012b79055c35
Source dataset
uspto-grants-1997_08
Patent number
US05656573

Reaction notes

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