Potassium Acetate → HCID 53931630, compound

HRID 1975406Notes

Reaction equation

HRID 1975406 reaction equation
BrC[C:3]1[CH:8]=[CH:7][C:6]([C:9](=[CH:14][O:15][CH3:16])[C:10]([O:12][CH3:13])=[O:11])=[CH:5][CH:4]=1.[C:17]([O-:20])(=[O:19])[CH3:18].[K+]>CN1CCCC1=O.O.[I-].[K+]>[C:17]([O:20][C:3]1[CH:4]=[CH:5][C:6]([C:9](=[CH:14][O:15][CH3:16])[C:10]([O:12][CH3:13])=[O:11])=[CH:7][CH:8]=1)(=[O:19])[CH3:18]

Participants

6

Reactant 2

HCID 517044Potassium AcetateHCID 53786726HCID 53786726, compound

Product 1

HCID 53931630HCID 53931630, compoundYield 83%

Reagents, catalysts & solvents 3

HCID 4875Potassium IodideCatalystHCID 962WaterSolventHCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

3 g (10.5 mmol) of methyl 2-(p-bromomethylphenyl)-3-methoxyacrylate (prepared similarly to EP 226 917), 1.1 g (11.2 mmol) of potassium acetate and 50 mg of potassium iodide in 70 ml of N-methylpyrrolidone are stirred for 3 hours at 70°-80° C. The reaction mixture is diluted with water and extracted three times with ether. The combined ether phases are washed with water, dried over MgSO4 and evaporated down. Purification of the residue by column chromatography gives 2.3 g (8.7 mmol, 83%) of the title compound as colorless crystals (mp.= 69°-70° C.).

Workup

  1. extractionextracted three times with ether
  2. washThe combined ether phases are washed with water
  3. dry with materialdried over MgSO4
  4. customevaporated down
  5. customPurification of the residue by column chromatography

Sources & evidence

ORD record
ord-6ec6303b15a2446397ec60a9e9de5ddc
Source dataset
uspto-grants-1994_02
Patent number
US05286750

Reaction notes

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