Hydrochloric Acid → HCID 19363454, compound

HRID 850492Notes

Reaction equation

HRID 850492 reaction equation
[CH2:1]([O:6][C:7]1[CH:8]=[C:9]([C:17]([O:19]C)=[O:18])[C:10](=[CH:15][CH:16]=1)[C:11]([O:13]C)=[O:12])[CH2:2][CH2:3][CH2:4][CH3:5].[OH-].[Na+].Cl>CO>[CH2:1]([O:6][C:7]1[CH:8]=[C:9]([C:17]([OH:19])=[O:18])[C:10](=[CH:15][CH:16]=1)[C:11]([OH:13])=[O:12])[CH2:2][CH2:3][CH2:4][CH3:5]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 19363307Dimethyl 4-pentyloxyphthalate

Product 1

HCID 19363454HCID 19363454, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Dimethyl 4-pentyloxyphthalate (3.0 g, 10.7 mmol) was dissolved in methanol (20 ml), and a 1N aqueous sodium hydroxide solution (25 ml) was added to this solution. The mixture was stirred at room temperature for 6.5 hours. A 3N aqueous hydrochloric acid solution (20 ml) was added to this reaction mixture. The mixture was extracted with ethyl acetate (40 ml×3), and washed with saturated brine (30 ml). The organic layer was dried over anhydrous magnesium sulfate. The drying agent was filtered off, and the filtrate was concentrated under reduced pressure to give a crude product of 4-pentyloxyphthalic acid. This crude product was not further purified, but used in the next reaction.

Workup

  1. extractionThe mixture was extracted with ethyl acetate (40 ml×3)
  2. washwashed with saturated brine (30 ml)
  3. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  4. filtrationThe drying agent was filtered off
  5. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-85817d3c687d46edbc5fd13d550c699f
Source dataset
uspto-grants-2000_01
Patent number
US06017919

Reaction notes

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