Potassium sodium tartarate → HCID 11229784, compound

HRID 478992Notes

Reaction equation

HRID 478992 reaction equation
COC(=O)[C@@H](C1C=CC=[CH:8][C:7]1([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][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:27].[Na+].[K+]>C1(C)C=CC=CC=1>[C:19]1([C@@H:7]([O:12][CH:13]2[CH2:18][CH2:17][CH2:16][CH2:15][O:14]2)[CH2:8][OH:27])[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1

Participants

4

Reactant 2

HCID 9855836Potassium sodium tartarateHCID 131724203HCID 131724203, compound

Product 1

HCID 11229784HCID 11229784, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Into toluene (15 ml) was added (R)-2-phenyl-2-(3,4,5,6-tetrahydro-[2H]-pyran-2-yloxy)mandelic acid methyl ester (7.0 g) obtained in 2) above, and thereto was dropwise added a 70% sodium dihydrobis(2-methoxyethoxy)aluminate toluene solution (8.73 g) with ice cooling. The resulting mixture was stirred at the same temperature for 1 hour, the reaction mixture was added into a 30% aqueous (+)−potassium sodium tartrate solution (31.3 g), then stirred for 1 hour, and 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 desiccant was removed by filtration and the solvent was distilled off to obtain a colorless oily compound mentioned above (6.10 g, 97.9%).

Workup

  1. customobtained in 2) above, and
  2. stirringstirred 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. customThe desiccant was removed by filtration
  8. distillationthe solvent was distilled off
  9. customto obtain a colorless oily compound

Sources & evidence

ORD record
ord-7082344550514fd8ae484ec7e5699b1b
Source dataset
uspto-grants-2003_11
Patent number
US06642395B1

Reaction notes

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