Hydrogen Bromide → HCID 10441999, compound

HRID 346300Notes

Reaction equation

HRID 346300 reaction equation
Br.C(=O)(O)[O-].[Na+].[NH2:7][C:8]1[CH:9]=[CH:10][C:11]([O:18]C)=[C:12]2[C:16]=1[C:15](=[O:17])[CH2:14][CH2:13]2>>[NH2:7][C:8]1[CH:9]=[CH:10][C:11]([OH:18])=[C:12]2[C:16]=1[C:15](=[O:17])[CH2:14][CH2:13]2

Participants

4

Reactant 3

HCID 260Hydrogen BromideHCID 516892Sodium BicarbonateHCID 10374980HCID 10374980, compound

Product 1

HCID 10441999HCID 10441999, compoundYield 100%

Procedure

To 2.28 g of 7-amino-4-methoxyindane-1-one 110 ml of 47% hydrobromic acid was added and the mixture was heated under reflux for 3.5 hours. The reaction mixture was charged into ice, the mixture was neutralized by adding sodium bicarbonate, and then extracted with ethyl acetate. The organic layer was washed with water and saturated sodium chloride aqueous solution, dried over anhydrous sodium sulfate. The solvent was evaporated to dryness to yield 2.10 g of 7-amino-4-hydroxyindane-1-one.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 3.5 hours
  3. additionThe reaction mixture was charged into ice
  4. extractionextracted with ethyl acetate
  5. washThe organic layer was washed with water and saturated sodium chloride aqueous solution
  6. dry with materialdried over anhydrous sodium sulfate
  7. customThe solvent was evaporated to dryness

Sources & evidence

ORD record
ord-19cc9234a6504cf0b056cb6b131c8c5c
Source dataset
uspto-grants-1991_10
Patent number
US05061795

Reaction notes

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