Potassium Carbonate → HCID 21271267, compound

HRID 1194008Notes

Reaction equation

HRID 1194008 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([C:7]([O:9][CH3:10])=[O:8])[S:5][CH:6]=1.I[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][C:19]1[O:23][N:22]=[C:21]([CH3:24])[CH:20]=1.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH3:24][C:21]1[CH:20]=[C:19]([CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][O:1][C:2]2[CH:3]=[C:4]([C:7]([O:9][CH3:10])=[O:8])[S:5][CH:6]=2)[O:23][N:22]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 13277908Methyl 4-hydroxythiophene-2-carboxylateHCID 21271268HCID 21271268, compound

Product 1

HCID 21271267HCID 21271267, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

6.42 g (40.60 mmol) of methyl 4-hydroxy-2-thiophenecarboxylate (XIa) and 11.88 g (38.67 mmol) of 5-(7-iodoheptyl)-3-methyl-isoxazole (IX) are heated under reflux with 5.34 g (40.60 mmol) of potassium carbonate (K2CO3) in 130 ml of anhydrous acetone for 8 hours. After the mixture has been left to stand overnight, it is concentrated, the residue is partitioned between 2N NaOH and ether and the aqueous phase is extracted several times with a total of 150 ml of ether. The organic phase is dried over sodium sulfate/active charcoal and evaporated.

Workup

  1. waitAfter the mixture has been left
  2. concentrationit is concentrated
  3. customthe residue is partitioned between 2N NaOH and ether
  4. extractionthe aqueous phase is extracted several times with a total of 150 ml of ether
  5. dry with materialThe organic phase is dried over sodium sulfate/active charcoal
  6. customevaporated

Sources & evidence

ORD record
ord-d1919189db3f431594790d2f33c6fc7a
Source dataset
uspto-grants-1989_03
Patent number
US04812472

Reaction notes

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