Sodium Hydroxide → HCID 58503980, compound

HRID 2407653Notes

Reaction equation

HRID 2407653 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([C:8]2[O:12][C:11]([C:13]([O:15]C)=[O:14])=[CH:10][CH:9]=2)[CH:5]=[CH:6][CH:7]=1.[OH-].[Na+]>C(O)C>[OH:1][C:2]1[CH:3]=[C:4]([C:8]2[O:12][C:11]([C:13]([OH:15])=[O:14])=[CH:10][CH:9]=2)[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 16217855Methyl 5-(3-hydroxyphenyl)furan-2-carboxylate

Product 1

HCID 58503980HCID 58503980, compoundYield 37.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of methyl 5-(3-hydroxyphenyl)furan-2-carboxylate (500 mg) in ethanol (11 mL) was treated with aqueous 3 mol/L sodium hydroxide (3.8 mL) at room temperature and refluxed for three hours. The reaction was brought to room temperature and concentrated. The residue was dissolved in water and brought to pH 2 via the addition of 1 N hydrochloric acid. The precipitated beige solids were collected by filtration to obtain the title compound (175 mg) having the following physical data.

Workup

  1. temperaturerefluxed for three hours
  2. customwas brought to room temperature
  3. concentrationconcentrated
  4. dissolutionThe residue was dissolved in water
  5. additionbrought to pH 2 via the addition of 1 N hydrochloric acid
  6. filtrationThe precipitated beige solids were collected by filtration

Sources & evidence

ORD record
ord-cde742e05ed04043a40437843fac1c92
Source dataset
uspto-grants-2014_08
Patent number
US08809538B2

Reaction notes

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