Water → 36413-60-2

HRID 1655655Notes

Reaction equation

HRID 1655655 reaction equation
[CH2:1]1[C@@H:6]([OH:7])[C@@H:5]([OH:8])[C@H:4]([OH:9])[CH2:3][C@@:2]1([C:11]([OH:13])=[O:12])[OH:10].O>CO>[CH2:1]1[C:2]([OH:10])([C:11]([OH:13])=[O:12])[CH2:3][C@@H:4]([OH:9])[CH:5]([OH:8])[C@@H:6]1[OH:7]

Participants

4

Reactant 2

HCID 962WaterHCID 178524980HCID 178524980, compound

Product 1

HCID 650836413-60-2

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Conditions

Temperature
100 °C

Procedure

Fifteen grams of the hydrochloride salt is neutralized to the free base form as described in Synthesis Example 1. The free base (11.12 g, 0.025 mol) is isolated and dissolved in approximately 200 ml of methanol. Quinic acid (4.91 g, 0.025 mol) is dissolved in 200 ml of a hot solution consisting of 90% methanol and 10% water and added to the solution containing free base. The mixture is stirred for 2 hours at a temperature up to 100° C. The solvent is evaporated under reduced pressure and the resultant solid is collected, dried, and recrystallized from ethanol. The quinate salt obtained (12.4 g, 0.19 mol, 76%) melted with a three degree range between the limits of 136°-139° C.

Workup

  1. additionadded to the solution
  2. additioncontaining free base
  3. customThe solvent is evaporated under reduced pressure
  4. customthe resultant solid is collected
  5. customdried
  6. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-4a8ce3f6a56f411ab5076308f97af27e
Source dataset
uspto-grants-1993_10
Patent number
US05250734

Reaction notes

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