Hydrochloric Acid → HCID 67004126, compound

HRID 1661964Notes

Reaction equation

HRID 1661964 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% 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
  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-0a46d7a701bb4ea791591d1f1accb39f
Source dataset
uspto-grants-2011_10
Patent number
US08030498B2

Reaction notes

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