Potassium Hydroxide → HCID 12080904, compound

HRID 1059053Notes

Reaction equation

HRID 1059053 reaction equation
[OH-].[K+:2].C[O:4][C:5]([C:7]1[CH:8]=[C:9]([C:17]#[C:18]C(C)CO)[CH:10]=[C:11]([C:13]([O:15]C)=[O:14])[CH:12]=1)=[O:6]>C(O)CCC>[C:17]([C:9]1[CH:10]=[C:11]([C:13]([O-:15])=[O:14])[CH:12]=[C:7]([CH:8]=1)[C:5]([O-:6])=[O:4])#[CH:18].[K+:2].[K+:2]

Participants

4

Reactant 2

HCID 14797Potassium Hydroxide2×HCID 12080903HCID 12080903, compound2×

Product 1

HCID 12080904HCID 12080904, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent2×

Procedure

Into a 5 liter four-necked flask equipped with a thermometer, a Dimroth condenser and a stirrer, 3 liters of n-butanol and 182 g (2.763 mole) of potassium hydroxide (85%) were placed and potassium hydroxide was dissolved into n-butanol by heating under the refluxing condition. To the resultant solution, 95 g (0.344 mole) of 4-[3,5-bis(methoxycarbonyl)-phenyl]-2-methyl-3-butyn-1-ol synthesized above in (2) was added and the resultant mixture was heated under the refluxing condition for 30 minutes. The mixture was then cooled in an ice bath. The formed crystals were separated by filtration, washed twice with 1 liter of methanol and dried at 60° C. in vacuo and 88.87 g (the yield: 97%) of dipotassium 5-ethynylisophthalate was obtained.

Workup

  1. customInto a 5 liter four-necked flask equipped with a thermometer
  2. temperatureby heating under the refluxing condition
  3. additionwas added
  4. temperatureThe mixture was then cooled in an ice bath
  5. customThe formed crystals were separated by filtration
  6. washwashed twice with 1 liter of methanol
  7. dry with materialdried at 60° C. in vacuo and 88.87 g (the yield: 97%) of dipotassium 5-ethynylisophthalate
  8. customwas obtained

Sources & evidence

ORD record
ord-1b9e4e9df6f84b0a9b068c3715214fc1
Source dataset
uspto-grants-2003_02
Patent number
US06518390B2

Reaction notes

Loading…