Hydrochloric Acid → HCID 67004126, compound

HRID 1258000Notes

Reaction equation

HRID 1258000 reaction equation
[CH3:1][O:2][CH:3]([O:26][CH3:27])[CH2:4][O:5][C:6]1[C:7]([CH3:25])=[C:8]([CH:18]=[CH:19][C:20]=1[S:21]([CH3:24])(=[O:23])=[O:22])[C:9]([O:11]CC(OC)OC)=[O:10].[OH-].[Na+].Cl>CO>[CH3:27][O:26][CH:3]([O:2][CH3:1])[CH2:4][O:5][C:6]1[C:7]([CH3:25])=[C:8]([CH:18]=[CH:19][C:20]=1[S:21]([CH3:24])(=[O:23])=[O:22])[C:9]([OH:11])=[O:10]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 67004285HCID 67004285, compound

Product 1

HCID 67004126HCID 67004126, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The 2,2-dimethoxyethyl 3-(2,2-dimethoxyethoxy)-2-methyl-4-(methylsulfonyl)benzoate obtained in the above step (1) was dissolved in methanol (20 mL), and an aqueous sodium hydroxide solution (2 mL) at a concentration of 20 wt % was added thereto at room temperature. After stirring for 30 minutes, 100 mL of 1N hydrochloric acid was added to the reaction solution, followed by extraction with ethyl acetate (200 mL). The organic layer was washed twice with a saturated brine and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure to obtain 3-(2,2-dimethoxyethoxy)-2-methyl-4-(methylsulfonyl)benzoic acid (390 mg) as a white solid.

Workup

  1. customat room temperature
  2. extractionfollowed by extraction with ethyl acetate (200 mL)
  3. washThe organic layer was washed twice with a saturated brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. distillationThe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-3364e8309a8f4de9a84db383dcc255dc
Source dataset
uspto-grants-2013_06
Patent number
US08466088B2

Reaction notes

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