Hydrochloric Acid → HCID 19010787, compound

HRID 1741836Notes

Reaction equation

HRID 1741836 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[C:11]([CH:13]=[C:14]([CH3:16])[CH3:15])[CH:10]=[CH:9][C:4]=1[C:5]([O:7]C)=[O:6].[OH-].[Na+].C(OCC)(=O)C.Cl>CO.O1CCOCC1>[CH3:1][O:2][C:3]1[CH:12]=[C:11]([CH:13]=[C:14]([CH3:16])[CH3:15])[CH:10]=[CH:9][C:4]=1[C:5]([OH:7])=[O:6]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 14798Sodium HydroxideHCID 19010860HCID 19010860, compound

Product 1

HCID 19010787HCID 19010787, compoundYield 85.2%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of methyl 2-methoxy-4-(2-methyl-1propenyl)benzoate (178 mg) in methanol (3 ml) and 1,4-dioxane (3 ml) was added 1N aqueous solution of sodium hydroxide (2 ml). The mixture was stirred at 50° C. for 3 hours, and then poured into a mixture of ethyl acetate and 0.5N hydrochloric acid. The organic layer was separated, washed with water and brine, dried over magnesium sulfate. Evaporation of the solvent gave 2-methoxy-4-(2-methyl-1propenyl)benzoic acid (142 mg) as solid.

Workup

  1. customThe organic layer was separated
  2. washwashed with water and brine
  3. dry with materialdried over magnesium sulfate
  4. customEvaporation of the solvent

Sources & evidence

ORD record
ord-a46a4750e9ac4146930f5beaba029164
Source dataset
uspto-grants-1994_08
Patent number
US05334716

Reaction notes

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