Hydrochloric Acid → HCID 87238501, compound

HRID 1106474Notes

Reaction equation

HRID 1106474 reaction equation
C1([O:7]C)C=CC=CC=1.Cl.[OH-:10].[Na+].[C:12]([O:15]CC)(=[O:14])[CH3:13]>>[OH2:7].[C:12]([OH:15])(=[O:14])[C:13]([OH:7])=[O:10].[C:12]([OH:15])(=[O:14])[C:13]([OH:7])=[O:10]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 7519AnisoleHCID 8857Ethyl Acetate2×HCID 14798Sodium Hydroxide

Product 1

HCID 87238501HCID 87238501, compound

Procedure

Under an inert atmosphere, 1.9 g of the previous compound are dissolved in 20 ml of anhydrous ethyl acetate and 5 ml of anisole and 20 ml of a 5N solution of HCl in ethyl acetate are added slowly at 5° C. The mixture is allowed to attain room temperature and after being stirred for 2 hours is cooled to about 5° C. before a 5N aqueous solution of NaOH is added to give a basic pH. The organic phase is then separated, dried and concentrated at about 70° C. under reduced pressure. The residual oil is dissolved in 60 ml of isopropanol and decolorized by means of 50 mg of active charcoal and 50 ml of a 0.5M solution of oxalic acid dihydrate in isopropanol are added; the precipitated salt is isolated by filtration. 1.5 g of oxalate hemihydrate are thus obtained (containing two molecules of oxalic acid), M.p. =130° C.

Workup

  1. customto attain room temperature
  2. additionis added
  3. customto give a basic pH
  4. customThe organic phase is then separated
  5. customdried
  6. concentrationconcentrated at about 70° C. under reduced pressure
  7. dissolutionThe residual oil is dissolved in 60 ml of isopropanol
  8. additionare added
  9. customthe precipitated salt is isolated by filtration

Sources & evidence

ORD record
ord-8190f68e4a57468e9dcc85845ac6a928
Source dataset
uspto-grants-2000_05
Patent number
US06057318

Reaction notes

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