Lithium hydroxide, monohydrate → HCID 23365720, compound

HRID 1080704Notes

Reaction equation

HRID 1080704 reaction equation
[CH2:1]([S:7][CH:8]([C:13]1[CH:18]=[CH:17][C:16]([Cl:19])=[C:15]([Cl:20])[CH:14]=1)[C:9]([O:11]C)=[O:10])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].O.[OH-].[Li+]>O1CCCC1.O.CO>[CH2:1]([S:7][CH:8]([C:13]1[CH:18]=[CH:17][C:16]([Cl:19])=[C:15]([Cl:20])[CH:14]=1)[C:9]([OH:11])=[O:10])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]

Participants

6

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 23365760HCID 23365760, compound

Product 1

HCID 23365720HCID 23365720, compoundYield 94.8%

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a stirred solution of methyl α-hexylthio-3,4-dichloro-phenylacetate (0.197 g) in tetrahydrofuran (10 ml) were added a solution of lithium hydroxide monohydrate (0.123 g) in water (10 ml) and methanol (10 ml), and the mixture was continued to stir for 2 hours at room temperature. At the end of the stirring it was evaporated to remove the organic solvents and the residue was partitioned between methylene chloride and 1N HCl. The organic layer was separated, washed with brine, dried (sodium sulfate) and evaporated to give an oily residue of α-hexylthio-3,4-dichloro-phenylacetic acid (0.179 g).

Workup

  1. customAt the end of the stirring it was evaporated
  2. customto remove the organic solvents
  3. customthe residue was partitioned between methylene chloride and 1N HCl
  4. customThe organic layer was separated
  5. washwashed with brine
  6. dry with materialdried (sodium sulfate)
  7. customevaporated

Sources & evidence

ORD record
ord-6ff5000412044400a761a3d7ee9fa19e
Source dataset
uspto-grants-1996_12
Patent number
US05583147

Reaction notes

Loading…