Potassium Carbonate → HCID 15078416, compound

HRID 1110442Notes

Reaction equation

HRID 1110442 reaction equation
[C:1]([NH:4][CH:5]1[CH2:13][C:12]2[C:7](=[CH:8][CH:9]=[C:10]([OH:14])[CH:11]=2)[CH2:6]1)(=[O:3])[CH3:2].C(=O)([O-])[O-].[K+].[K+].Br[CH2:22][C:23]([O:25][CH3:26])=[O:24]>CC(C)=O>[C:1]([NH:4][CH:5]1[CH2:13][C:12]2[C:7](=[CH:8][CH:9]=[C:10]([O:14][CH2:22][C:23]([O:25][CH3:26])=[O:24])[CH:11]=2)[CH2:6]1)(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 60984Methyl bromoacetateHCID 15078415HCID 15078415, compound

Product 1

HCID 15078416HCID 15078416, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

1.05 g of 2-acetylamino-5-hydroxyindan are dissolved in 15 ml of acetone, and 1.14 g of powdered potassium carbonate and 1.01 g of methyl bromoacetate are added to the solution. The mixture is stirred overnight at room temperature and the reaction mixture is evaporated to remove solvent. The residue is extracted with ethyl acetate and the extract is washed successively with water and an aqueous sodium chloride solution, dried and evaporated to remove solvent. The residue is recrystallized from ethyl acetate-isopropyl ether-n-hexane to give 1.243 g of methyl (2-acetylaminoindan-5-yl)oxyacetate as colorless prisms. Yield: 86%

Workup

  1. customthe reaction mixture is evaporated
  2. customto remove solvent
  3. extractionThe residue is extracted with ethyl acetate
  4. washthe extract is washed successively with water
  5. dry with materialan aqueous sodium chloride solution, dried
  6. customevaporated
  7. customto remove solvent
  8. customThe residue is recrystallized from ethyl acetate-isopropyl ether-n-hexane

Sources & evidence

ORD record
ord-3a672e8b2b2044b08fb185b9231b2808
Source dataset
uspto-grants-1990_12
Patent number
US04975460

Reaction notes

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