Potassium Hydroxide → HCID 12080904, compound

HRID 498156Notes

Reaction equation

HRID 498156 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 HydroxideHCID 12080903HCID 12080903, compound

Product 1

HCID 12080904HCID 12080904, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

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 moles) of potassium hydroxide (85%) were placed and dissolved by heating under the refluxing condition. To the obtained solution, 95 g (0.344 moles) of 4-(3,5-bis(methoxycarbonyl)phenyl)-2-methyl-3-butyn-1-ol synthesized above was added and the resultant mixture was heated for 30 minutes under the refluxing condition. The reaction mixture was then cooled in an ice bath and the formed crystals were separated by filtration. The crystals were washed twice with 1 liter of ethanol and dried at 60° C. under a reduced pressure and 88.87 g of dipotassium 5-ethynyl-isophthalate was obtained (the yield: 97%).

Workup

  1. customInto a 5 liter four-necked flask equipped with a thermometer
  2. dissolutiondissolved
  3. temperatureby heating under the refluxing condition
  4. additionabove was added
  5. temperatureThe reaction mixture was then cooled in an ice bath
  6. customthe formed crystals were separated by filtration
  7. washThe crystals were washed twice with 1 liter of ethanol
  8. customdried at 60° C. under a reduced pressure

Sources & evidence

ORD record
ord-f022a6042dfd4470a475bd869533fdb8
Source dataset
uspto-grants-2005_09
Patent number
US06949674B2

Reaction notes

Loading…