Salicylic Acid → Benzoic acid, 2-hydroxy-, lithium salt (1:1)

HRID 1926501Notes

Reaction equation

HRID 1926501 reaction equation
[C:1]([OH:10])(=[O:9])[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4].O.[OH-].[Li+:13].O>CC(O)C>[C:1]([O-:10])(=[O:9])[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4].[Li+:13]

Participants

5

Reactant 3

HCID 338Salicylic AcidHCID 962WaterHCID 168937Lithium hydroxide, monohydrate

Product 1

HCID 23663621Benzoic acid, 2-hydroxy-, lithium salt (1:1)Yield 70.3%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

To a flask were added 10.0 g salicylic acid, 2.9 g lithium hydroxide monohydrate, 20 ml of water and 100 ml 2-propanol. The mixture was heated to 50 C for 1.5 hours and then cooled and the solvent was removed under reduced pressure. The product was slurried in 25 ml diethyl ether, filtered and washed with diethyl ether. After drying, 7.0 g of a white solid was obtained.

Workup

  1. temperatureThe mixture was heated to 50 C for 1.5 hours
  2. temperaturecooled
  3. customthe solvent was removed under reduced pressure
  4. filtrationfiltered
  5. washwashed with diethyl ether
  6. customAfter drying

Sources & evidence

ORD record
ord-9b9b096263f74b1493e7524e0443278e
Source dataset
uspto-grants-2012_05
Patent number
US08182718B2

Reaction notes

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