Potassium Carbonate → HCID 21187969, compound

HRID 1870416Notes

Reaction equation

HRID 1870416 reaction equation
C(=O)([O-])[O-].[K+].[K+].[S:7]1[CH2:11][CH2:10][CH:9]([O:12][C:13]2[CH:14]=[C:15]([CH:20]=[CH:21][C:22]=2[O:23][CH3:24])[C:16]([O:18]C)=[O:17])[CH2:8]1>O.CO>[S:7]1[CH2:11][CH2:10][CH:9]([O:12][C:13]2[CH:14]=[C:15]([CH:20]=[CH:21][C:22]=2[O:23][CH3:24])[C:16]([OH:18])=[O:17])[CH2:8]1

Participants

5

Reactant 2

HCID 11430Potassium CarbonateHCID 21187873HCID 21187873, compound

Product 1

HCID 21187969HCID 21187969, compoundYield 66.2%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Conditions

Temperature
65 °C

Procedure

A solution of potassium carbonate (7.4 g) in water (72 mL) is added, dropwise, to a stirred solution of methyl 3-(tetrahydrothiophen-3-oxy)-4-methoxybenzoate (11.8 g) in methanol (200 mL) at room temperature. After the addition is complete, the solution is stirred and heated at 60-70° C. for 5 hours and allowed to stand at room temperature overnight. The solution is evaporated, the residue is dissolved in water, acidified with glacial acetic acid and the precipitate formed is collected and dried, to give 3-(tetrahydro-thiophen-3-oxy)-4-methoxybenzoic acid (7.4 g). m.p. 177-179° C. [Elemental analysis: C,55.3; H,5.5; calculated: C,56.7; H,5.55%].

Workup

  1. customat room temperature
  2. additionAfter the addition
  3. customThe solution is evaporated
  4. dissolutionthe residue is dissolved in water
  5. customthe precipitate formed
  6. customis collected
  7. customdried

Sources & evidence

ORD record
ord-107dfe66ee1a41cbb45d10b117734e9a
Source dataset
uspto-grants-2000_08
Patent number
US06096768

Reaction notes

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