Sodium Sulfate → HCID 56617826, compound

HRID 66464Notes

Reaction equation

HRID 66464 reaction equation
[CH2:1]1[O:31][C:4]([CH2:22][CH2:23][C:24]2[CH:29]=[CH:28][C:27]([CH3:30])=[CH:26][CH:25]=2)([CH2:5][CH2:6][CH:7]([N+:19]([O-])=O)[CH2:8][C:9]2[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[C:11]([O:17][CH3:18])[CH:10]=2)[O:3][CH2:2]1.[H-].[H-].[H-].[H-].[Li+].[Al+3].[O-]S([O-])(=O)=O.[Na+].[Na+]>C1COCC1>[CH2:2]1[O:3][C:4]([CH2:22][CH2:23][C:24]2[CH:25]=[CH:26][C:27]([CH3:30])=[CH:28][CH:29]=2)([CH2:5][CH2:6][CH:7]([NH2:19])[CH2:8][C:9]2[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[C:11]([O:17][CH3:18])[CH:10]=2)[O:31][CH2:1]1

Participants

5

Reactant 3

HCID 24436Sodium SulfateHCID 139876281-(3,4-Dimethoxyphenyl)-2-nitro-7-(4-methylphenyl)-5-heptanone ethylene ketalHCID 21226445Aluminium lithium hydride2×

Product 1

HCID 56617826HCID 56617826, compoundYield 96.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

In a 500 mL 3 necked rb flask equipped with a mechanical stirrer, condensor and addition funnel, a THF solution of 1-(3,4-dimethoxyphenyl)-2-nitro-7-(4-methylphenyl)-5-heptanone ethylene ketal (15.7 g; 0.037 mole) was added slowly to a suspension of LiAlH4 (14.2 g; 0.111 mole) in dry THF. The reaction was refluxed for 2 hours. Excess LiAlH4 was then decomposed with sat. Na2SO4, the salts filtered and the organic layer dried over MgSO4, filtered and concentrated to yield 14.2 g of a brown oil.

Workup

  1. additioncondensor and addition funnel
  2. temperatureThe reaction was refluxed for 2 hours
  3. filtrationthe salts filtered
  4. dry with materialthe organic layer dried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-993773ea68ff4fe1ad96bbc9c751b379
Source dataset
uspto-grants-1982_08
Patent number
US04342692

Reaction notes

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