Sodium Sulfate → HCID 56635716, compound

HRID 1249518Notes

Reaction equation

HRID 1249518 reaction equation
[H-].[H-].[H-].[H-].[Li+].[Al+3].[CH2:7]1[O:36][C:10]([CH2:28][CH2:29][C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)([CH2:11][CH2:12][CH:13]([N+:25]([O-])=O)[CH2:14][C:15]2[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[C:17]([O:23][CH3:24])[CH:16]=2)[O:9][CH2:8]1.[O-]S([O-])(=O)=O.[Na+].[Na+]>O1CCCC1>[CH2:8]1[O:9][C:10]([CH2:28][CH2:29][C:30]2[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=2)([CH2:11][CH2:12][CH:13]([NH2:25])[CH2:14][C:15]2[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[C:17]([O:23][CH3:24])[CH:16]=2)[O:36][CH2:7]1

Participants

5

Reactant 3

HCID 24436Sodium SulfateHCID 21226445Aluminium lithium hydride2×HCID 566266341-(3',4'-Dimethoxyphenyl)-7-phenyl-2-nitro-5-heptanone ethylene ketal

Product 1

HCID 56635716HCID 56635716, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a suspension of 12.4 g (0.33 mole) of LiAlH4 in 500 mL of dry tetrahydrofuran was added dropwise a solution of 45.3 g (0.11 mole) of 1-(3',4'-dimethoxyphenyl)-7-phenyl-2-nitro-5-heptanone ethylene ketal in a minimum amount of dry tetrahydrofuran. After the addition, the reaction mixture was refluxed gently for 2 hours. The excess LiAlH4 was decomposed with saturated Na2SO4 solution. The inorganic salts were filtered off and washed with ether. The organic layer was extracted twice with water, dried over anh. MgSO4, filtered, and concentrated under reduced pressure to 250 mL. This was used in the next step.

Workup

  1. additionAfter the addition
  2. temperaturethe reaction mixture was refluxed gently for 2 hours
  3. filtrationThe inorganic salts were filtered off
  4. washwashed with ether
  5. extractionThe organic layer was extracted twice with water
  6. dry with materialdried over anh. MgSO4
  7. filtrationfiltered
  8. concentrationconcentrated under reduced pressure to 250 mL

Sources & evidence

ORD record
ord-13f206f59afa405a8c8c0eb09d707c46
Source dataset
uspto-grants-1986_12
Patent number
US04632929

Reaction notes

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