Lithium hydroxide, monohydrate → HCID 86605683, compound

HRID 860966Notes

Reaction equation

HRID 860966 reaction equation
[Cl:1][C:2]1[C:3]([CH3:25])=[C:4]([CH:9]=[C:10]([Cl:24])[C:11]=1[O:12][C:13]1[CH:18]=[C:17]([CH:19]([CH3:21])[CH3:20])[C:16]([OH:22])=[C:15]([CH3:23])[CH:14]=1)[C:5]([O:7]C)=[O:6].O[Li].O>C1COCC1.O>[Cl:1][C:2]1[C:3]([CH3:25])=[C:4]([CH:9]=[C:10]([Cl:24])[C:11]=1[O:12][C:13]1[CH:18]=[C:17]([CH:19]([CH3:21])[CH3:20])[C:16]([OH:22])=[C:15]([CH3:23])[CH:14]=1)[C:5]([OH:7])=[O:6]

Participants

4

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 86605684HCID 86605684, compound

Product 1

HCID 86605683HCID 86605683, compoundYield 93.6%

Reagents, catalysts & solvents 1

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

Procedure

A solution of methyl 3,5-dichloro-2-methyl-4-(3-methyl-4-hydroxy-5-isopropylphenoxy)benzoate (125 mg, 0.33 mmol) and LiOH H2O (68 mg, 1.63 mmol) in a 5:1 THF/H2O (6 mL) was stirred overnight at 20° C. under N2. The solution was concentrated under vacuum and acidified to pH 1 with 1N HCl. The resulting tan solid was collected by filtration, washed with H2O and air dried to yield 114 mg of 3,5-dichloro-2-methyl-4-(3-methyl-4-hydroxy-5-isopropylphenoxy)benzoic acid.

Workup

  1. concentrationThe solution was concentrated under vacuum
  2. filtrationThe resulting tan solid was collected by filtration
  3. washwashed with H2O and air
  4. customdried

Sources & evidence

ORD record
ord-64a9cfe4f6f14f13a0d05a22104a4368
Source dataset
uspto-grants-2006_12
Patent number
US07153997B2

Reaction notes

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