Potassium Sodium Tartrate → HCID 58504027, compound

HRID 2407723Notes

Reaction equation

HRID 2407723 reaction equation
[CH3:1][N:2]([CH2:4][C:5]1[N:6]=[C:7]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][N:15]=2)[S:8][C:9]=1[C:10](OC)=[O:11])[CH3:3].[H-].[Al+3].[Li+].[H-].[H-].[H-].[C@H](O)(C([O-])=O)[C@@H](O)C([O-])=O.[Na+].[K+]>O1CCCC1>[CH3:3][N:2]([CH2:4][C:5]1[N:6]=[C:7]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][N:15]=2)[S:8][C:9]=1[CH2:10][OH:11])[CH3:1]

Participants

5

Reactant 3

HCID 9357Potassium Sodium TartrateHCID 21226445Aluminium lithium hydrideHCID 58504091HCID 58504091, compound

Product 1

HCID 58504027HCID 58504027, compoundYield 59.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The compound prepared in Example 153 (180 mg) in tetrahydrofuran (2 mL) was stirred at 0° C. for 30 minutes. Lithium aluminum hydride (1.30 g) was added and the reaction was stirred for 18 hours. Rochelle's salt (sodium potassium tartrate; 10 g) was added and the solution was stirred for 30 minutes. The mixture was then partitioned between a saturated aqueous sodium bicarbonate solution and ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and concentrated to obtain the title compound (0.096 g) having the following physical data.

Workup

  1. stirringthe solution was stirred for 30 minutes
  2. customThe mixture was then partitioned between a saturated aqueous sodium bicarbonate solution and ethyl acetate
  3. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-c78cc908ea6e467b9938a5265246b984
Source dataset
uspto-grants-2014_08
Patent number
US08809538B2

Reaction notes

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