Potassium sodium tartarate → HCID 15606325, compound

HRID 478994Notes

Reaction equation

HRID 478994 reaction equation
COC(=O)[C@@H](C1C=CC=[CH:8][C:7]1([C:19]1[CH:24]=[CH:23][CH:22]=[C:21]([Cl:25])[CH:20]=1)[O:12][CH:13]1[CH2:18][CH2:17][CH2:16][CH2:15][O:14]1)O.C(C(C(C([O-])=O)O)O)([O-])=[O:28].[Na+].[K+]>C1(C)C=CC=CC=1>[Cl:25][C:21]1[CH:20]=[C:19]([C@@H:7]([O:12][CH:13]2[CH2:18][CH2:17][CH2:16][CH2:15][O:14]2)[CH2:8][OH:28])[CH:24]=[CH:23][CH:22]=1

Participants

4

Reactant 2

HCID 9855836Potassium sodium tartarateHCID 131724204HCID 131724204, compound

Product 1

HCID 15606325HCID 15606325, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Into toluene (15 ml) were added (R)-2-(3-chlorophenyl)-2-(3,4,5,6-tetrahydro-[2H]-pyran-2-yloxy)-mandelic acid methyl ester (7.0 g) obtained in 2) above and then, under ice cooling and dropwise, a 70% sodium dihydrobis(2-methoxyethoxy)aluminate toluene solution (7.67 g). The resulting mixture was stirred at the same temperature for 1 hour. Then the reaction mixture was added into a 30% aqueous (+)−potassium sodium tartrate solution (27.6 g), the resulting mixture was stirred for 1 hour and then the organic layer was separated. The organic layer obtained was washed with water and further with a saturated aqueous sodium chloride solution and then dried with anhydrous magnesium sulfate. The desciccant was filtered off and then the solvent was distilled off to obtain a colorless oily compound mentioned above (6.2 g, 98.1%).

Workup

  1. customobtained in 2) above and then, under ice cooling
  2. stirringthe resulting mixture was stirred for 1 hour
  3. customthe organic layer was separated
  4. customThe organic layer obtained
  5. washwas washed with water and further with a saturated aqueous sodium chloride solution
  6. dry with materialdried with anhydrous magnesium sulfate
  7. filtrationThe desciccant was filtered off
  8. distillationthe solvent was distilled off
  9. customto obtain a colorless oily compound

Sources & evidence

ORD record
ord-f7415e3b2e2c45259cef95b2358c9f12
Source dataset
uspto-grants-2003_11
Patent number
US06642395B1

Reaction notes

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