Sodium Sulfate → HCID 9800992, compound

HRID 1700122Notes

Reaction equation

HRID 1700122 reaction equation
[F:1][C:2]([F:38])([F:37])[C:3]1[CH:4]=[C:5]([C:9]2[N:10]=[N:11][C:12]([CH:21]3[CH2:26][CH2:25][N:24]([C:27](OCC4C=CC=CC=4)=O)[CH2:23][CH2:22]3)=[CH:13][C:14]=2[C:15]2[CH:20]=[CH:19][N:18]=[CH:17][CH:16]=2)[CH:6]=[CH:7][CH:8]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3].[O-]S([O-])(=O)=O.[Na+].[Na+]>C1COCC1>[F:38][C:2]([F:1])([F:37])[C:3]1[CH:4]=[C:5]([C:9]2[N:10]=[N:11][C:12]([CH:21]3[CH2:22][CH2:23][N:24]([CH3:27])[CH2:25][CH2:26]3)=[CH:13][C:14]=2[C:15]2[CH:16]=[CH:17][N:18]=[CH:19][CH:20]=2)[CH:6]=[CH:7][CH:8]=1

Participants

5

Reactant 3

HCID 24436Sodium SulfateHCID 18317249HCID 18317249, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 9800992HCID 9800992, compoundYield 53.8%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
60 °C

Procedure

Under Ar, a solution of 15 (0.73 g, 1.4 mmol) in THF (175 mL) was treated with LAH (0.37 g, 9.7 mmol). After addition, the reaction was heated at 60° C. After 2 h, the reaction was cooled to room temperature and treated with saturated Na2SO4 until a suspension results. The reaction mixture was filtered and the filtrate washed with EtOAc. The organic was washed with H2O, brine, dried, filtered and concentrated to dryness. The residue was treated with Et2O-hexanes, filtered and dried to yield 0.3 g of 16; mp 188-9° C.

Workup

  1. additionAfter addition
  2. temperaturethe reaction was cooled to room temperature
  3. customresults
  4. filtrationThe reaction mixture was filtered
  5. washthe filtrate washed with EtOAc
  6. washThe organic was washed with H2O, brine
  7. customdried
  8. filtrationfiltered
  9. concentrationconcentrated to dryness
  10. additionThe residue was treated with Et2O-hexanes
  11. filtrationfiltered
  12. customdried

Sources & evidence

ORD record
ord-d023c7e0d20943dd8361aaa0c4a5a851
Source dataset
uspto-grants-2002_02
Patent number
US06350744B1

Reaction notes

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