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Water → aluminum 2-(5-oxo-5H-[1]-benzopyrano[2,3-b]pyridin-7-yl)propionate

HRID 1579454
Notes
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Reaction equation

HRID 1579454 reaction equation
CC(C)[O-].[Al+3:5].CC(C)[O-].CC(C)[O-].[O:14]=[C:15]1[C:24]2[C:19](=[N:20][CH:21]=[CH:22][CH:23]=2)[O:18][C:17]2[CH:25]=[CH:26][C:27]([CH:29]([CH3:33])[C:30]([OH:32])=[O:31])=[CH:28][C:16]1=2.O>C(O)(C)C>[O:14]=[C:15]1[C:24]2[C:19](=[N:20][CH:21]=[CH:22][CH:23]=2)[O:18][C:17]2[CH:25]=[CH:26][C:27]([CH:29]([CH3:33])[C:30]([O-:32])=[O:31])=[CH:28][C:16]1=2.[Al+3:5].[O:14]=[C:15]1[C:24]2[C:19](=[N:20][CH:21]=[CH:22][CH:23]=2)[O:18][C:17]2[CH:25]=[CH:26][C:27]([CH:29]([CH3:33])[C:30]([O-:32])=[O:31])=[CH:28][C:16]1=2.[O:14]=[C:15]1[C:24]2[C:19](=[N:20][CH:21]=[CH:22][CH:23]=2)[O:18][C:17]2[CH:25]=[CH:26][C:27]([CH:29]([CH3:33])[C:30]([O-:32])=[O:31])=[CH:28][C:16]1=2
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 962WaterHCID 11143Aluminum isopropoxideHCID 122741862-(5-oxo-5H-chromeno[2,3-b]pyridin-7-yl)propanoic acid

Product 1

HCID 21568501aluminum 2-(5-oxo-5H-[1]-benzopyrano[2,3-b]pyridin-7-yl)propionate

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent2×

Procedure

A solution of 2 g of aluminum isopropoxide in 30 ml of isopropyl alcohol is added dropwise to a solution of 2.7 g of 2-(5-oxo-5H-[1]benzopyrano[2,3-b]pyridin-7-yl)propionic acid in 100 ml of isopropyl alcohol with stirring. The addition is accompanied by immediate formation of white crystals. The mixture is stirred under reflux for 1 hour, and 20 ml of water is added to the reaction mixture, and then the whole mixture is refluxed for an additional hour. After cooling, the crystals are filtered off, washed with isopropyl alcohol, and dried to give aluminum 2-(5-oxo-5H-[1]-benzopyrano[2,3-b]pyridin-7-yl)propionate as white crystals melting at above 250°C.

Workup

  1. additionThe addition
  2. stirringThe mixture is stirred
  3. temperatureunder reflux for 1 hour
  4. temperaturethe whole mixture is refluxed for an additional hour
  5. temperatureAfter cooling
  6. filtrationthe crystals are filtered off
  7. washwashed with isopropyl alcohol
  8. customdried

Sources & evidence

ORD record
ord-351e581c716946988940ed49687f6276
Source dataset
uspto-grants-1976_01
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US03931205

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes