Sodium Carbonate → HCID 23222717, compound

HRID 1780856Notes

Reaction equation

HRID 1780856 reaction equation
[CH3:1][O:2][C:3]1([O:25][CH3:26])[CH2:8][CH2:7][C:6]([C:11]2[CH:16]=[CH:15][C:14]([O:17][CH:18]([F:20])[F:19])=[C:13]([O:21][CH:22]([F:24])[F:23])[CH:12]=2)([C:9]#[N:10])[CH2:5][CH2:4]1.[H-].[Al+3].[Li+].[H-].[H-].[H-].C(C(C(C([O-])=O)O)O)([O-])=O.[K+].[Na+].C(=O)([O-])[O-].[Na+].[Na+]>O1CCCC1.C(OCC)(=O)C>[CH3:1][O:2][C:3]1([O:25][CH3:26])[CH2:8][CH2:7][C:6]([CH2:9][NH2:10])([C:11]2[CH:16]=[CH:15][C:14]([O:17][CH:18]([F:20])[F:19])=[C:13]([O:21][CH:22]([F:23])[F:24])[CH:12]=2)[CH2:5][CH2:4]1

Participants

7

Reactant 4

HCID 10340Sodium CarbonateHCID 9855836Potassium sodium tartarateHCID 21226445Aluminium lithium hydrideHCID 23222722HCID 23222722, compound

Product 1

HCID 23222717HCID 23222717, compoundYield 85%

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolvent2×HCID 8857Ethyl AcetateSolvent

Procedure

A solution of 4-(3,4-bisdifluoromethoxyphenyl)-4-cyanocyclohexan-1-one dimethyl ketal (0.5 g, 1.33 mmol) in tetrahydrofuran (3 mL) at room temperature under an argon atmosphere was added to a suspension of lithium aluminum hydride (0.1 g, 2.66 mmol) in tetrahydrofuran (4.5 mL). After 6 h, ethyl acetate and saturated aqueous sodium potassium tartrate were added, followed by saturated aqueous sodium carbonate, and the mixture was extracted four times with ethyl acetate. The organic extract was dried (potassium carbonate) and the solvent was removed in vacuo to provide an oil (0.43 g, 85%).

Workup

  1. extractionthe mixture was extracted four times with ethyl acetate
  2. extractionThe organic extract
  3. dry with materialwas dried (potassium carbonate)
  4. customthe solvent was removed in vacuo

Sources & evidence

ORD record
ord-a54ffa426c434eb7b5505125ea57aeea
Source dataset
uspto-grants-1997_05
Patent number
US05631286

Reaction notes

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