Potassium sodium tartarate → HCID 18543782, compound

HRID 1268050Notes

Reaction equation

HRID 1268050 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-e40b1037a12d49479701efeb998468c7
Source dataset
uspto-grants-2003_04
Patent number
US06555561B2

Reaction notes

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