Sodium Sulfate → HCID 56617800, compound

HRID 66471Notes

Reaction equation

HRID 66471 reaction equation
[H-].[H-].[H-].[H-].[Li+].[Al+3].[CH2:7]1[O:37][C:10]([CH2:28][CH2:29][C:30]2[CH:35]=[CH:34][C:33]([F:36])=[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:35]=[CH:34][C:33]([F:36])=[CH:32][CH:31]=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:37][CH2:7]1

Participants

5

Reactant 3

HCID 24436Sodium SulfateHCID 21226445Aluminium lithium hydride2×HCID 566265521-(3',4'-Dimethoxyphenyl)-7-(4'-fluorophenyl)-2-nitro-5-heptanone ethylene ketal

Product 1

HCID 56617800HCID 56617800, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a suspension of 22.0 g (0.58 mole) of LiAlH4 in 400 ml of dry tetrahydrofuran was added dropwise a solution of 84.8 g (0.2 mole) of 1-(3',4'-dimethoxyphenyl)-7-(4'-fluorophenyl)-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 the reaction mixture
  2. temperaturewas 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-3ff10086a57e4f6d83668a18fdcb00a2
Source dataset
uspto-grants-1982_08
Patent number
US04342692

Reaction notes

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