Potassium sodium tartarate → HCID 18543782, compound

HRID 990877Notes

Reaction equation

HRID 990877 reaction equation
[H-].C([Al+]CC(C)C)C(C)C.[CH3:11][N:12]([CH3:25])[C:13]1[CH:14]=[C:15]([CH:18]=[C:19]([C:21]([F:24])([F:23])[F:22])[CH:20]=1)[C:16]#N.C(C(C(C([O-])=O)O)O)([O-])=[O:27].[K+].[Na+]>C(Cl)Cl>[CH3:11][N:12]([CH3:25])[C:13]1[CH:14]=[C:15]([CH:18]=[C:19]([C:21]([F:24])([F:23])[F:22])[CH:20]=1)[CH:16]=[O:27]

Participants

5

Reactant 3

HCID 9855836Potassium sodium tartarateHCID 18543000HCID 18543000, compoundHCID 21225700Diisobutylaluminumhydride

Product 1

HCID 18543782HCID 18543782, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

Diisobutylaluminum hydride (10 mL of a 1M solution in methylene chloride) is added dropwise to a solution of 3-dimethylamino-5-trifluoromethylbenzonitrile (1.06 g) in methylene chloride (25 mL) at 0° C. and the mixture stirred for 2 hours. While still at 0° C. a saturated aqueous solution of sodium potassium tartrate (8 mL) is slowly added and the solution is stirred for 1.5 hours. The reaction mixture is then extracted with ethyl acetate, dried over anhydrous magnesium sulfate and concentrated under reduced pressure to provide the desired product as a yellow solid (0.97 g).

Workup

  1. stirringthe solution is stirred for 1.5 hours
  2. extractionThe reaction mixture is then extracted with ethyl acetate
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-5872eb89fe3647a4991add0026a1905b
Source dataset
uspto-grants-2002_10
Patent number
US06462055B2

Reaction notes

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