Hydrochloric Acid → HCID 19024822, compound

HRID 249151Notes

Reaction equation

HRID 249151 reaction equation
[OH-].[Na+].[CH2:3]([C:7]1[CH:8]=[C:9]([CH:13]([O:15][C:16]2[CH:17]=[C:18]([CH:23]=[CH:24][CH:25]=2)[C:19]([O:21]C)=[O:20])[CH3:14])[CH:10]=[CH:11][CH:12]=1)[CH:4]([CH3:6])[CH3:5].CCOCC.Cl>O1CCOCC1.CO>[CH2:3]([C:7]1[CH:8]=[C:9]([CH:13]([O:15][C:16]2[CH:17]=[C:18]([CH:23]=[CH:24][CH:25]=2)[C:19]([OH:21])=[O:20])[CH3:14])[CH:10]=[CH:11][CH:12]=1)[CH:4]([CH3:6])[CH3:5]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 14798Sodium HydroxideHCID 19762972HCID 19762972, compound

Product 1

HCID 19024822HCID 19024822, compoundYield 89.7%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
25 °C

Procedure

1N aqueous solution of sodium hydroxide (6 ml) was added to a solution of methyl 3-[1-(3-isobutylphenyl)ethoxy]benzoate (1.40 g) in a mixture of 1.4-dioxane (12 ml) and methanol (6 ml). The reaction mixture was stirred at 25° C. for 18 hours,and then poured into a mixture of ether and 1N hydrochloric acid. The organic layer was separated, washed with water and brine, dried over magnesium sulfate, and evaporated. The crystalline residue was washed with hexane to give 3-[1-[3-isobutylphenyl)ethoxy]benzoic acid (1.20 g) as colorless crystals.

Workup

  1. customThe organic layer was separated
  2. washwashed with water and brine
  3. dry with materialdried over magnesium sulfate
  4. customevaporated
  5. washThe crystalline residue was washed with hexane

Sources & evidence

ORD record
ord-279f0b85f9694f49a54d0038ae65242e
Source dataset
uspto-grants-1993_05
Patent number
US05212320

Reaction notes

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