Potassium Carbonate → HCID 21187969, compound

HRID 1584979Notes

Reaction equation

HRID 1584979 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-(tetrahydrothiophen-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-ec82c49d82ab487298245defcc6a619f
Source dataset
uspto-grants-1999_08
Patent number
US05935978

Reaction notes

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