Hydrochloric Acid → HCID 22168214, compound

HRID 1031673Notes

Reaction equation

HRID 1031673 reaction equation
[OH-].[Na+].[F:3][C:4]1[CH:28]=[C:27]([F:29])[CH:26]=[CH:25][C:5]=1[O:6][C:7]1[CH:19]=[CH:18][C:10]([O:11]/[CH:12]=[CH:13]/[C:14]([O:16]C)=[O:15])=[CH:9][C:8]=1[NH:20][S:21]([CH3:24])(=[O:23])=[O:22].Cl>C(OCC)(=O)C>[F:3][C:4]1[CH:28]=[C:27]([F:29])[CH:26]=[CH:25][C:5]=1[O:6][C:7]1[CH:19]=[CH:18][C:10]([O:11]/[CH:12]=[CH:13]/[C:14]([OH:16])=[O:15])=[CH:9][C:8]=1[NH:20][S:21]([CH3:24])(=[O:22])=[O:23]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 14722307HCID 14722307, compound

Product 1

HCID 22168214HCID 22168214, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

24 ml of a 1N aqueous sodium hydroxide solution was added to 1.2 g of methyl trans-3-[4-(2,4-difluorophenoxy)-3-methylsulfonylaminophenoxy]acrylate. The mixture was stirred for 1 hour at 20°-25° C. 30 ml of ethyl acetate was added thereto. The resulting mixture was adjusted to pH 4 with 4N hydrochloric acid. The organic layer was separated, washed with water and a saturated aqueous sodium chloride solution in this order, and dried with anhydrous magnesium sulfate. The solvent was removed by distillation under reduced pressure to obtain 1.0 g (yield: 87.0%) of oily trans-3-[4-(2,4-difluorophenoxy)-3methylsulfonylaminophenoxy]acrylic acid.

Workup

  1. customThe organic layer was separated
  2. washwashed with water
  3. dry with materiala saturated aqueous sodium chloride solution in this order, and dried with anhydrous magnesium sulfate
  4. customThe solvent was removed by distillation under reduced pressure

Sources & evidence

ORD record
ord-09dae9594de14e1792b5bfa5ef3f3538
Source dataset
uspto-grants-1990_09
Patent number
US04954518

Reaction notes

Loading…