Sodium Sulfate → HCID 53721633, compound

HRID 363011Notes

Reaction equation

HRID 363011 reaction equation
[H-].[H-].[H-].[H-].[Li+].[Al+3].[C:7]1([CH:13]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[O:14][C:15]2[CH:25]=[CH:24][C:18]([C:19](OCC)=[O:20])=[CH:17][CH:16]=2)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[O-]S([O-])(=O)=O.[Na+].[Na+]>C1COCC1>[C:7]1([CH:13]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[O:14][C:15]2[CH:16]=[CH:17][C:18]([CH2:19][OH:20])=[CH:24][CH:25]=2)[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1

Participants

5

Reactant 3

HCID 24436Sodium SulfateHCID 21226445Aluminium lithium hydrideHCID 54065830HCID 54065830, compound

Product 1

HCID 53721633HCID 53721633, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a suspension of LAH (3.2 g, 0.084 mmol) in THF (400 ml) under N2 was added dropwise a solution of 1-3 (21 g, 0.063 mol) in THF (100 ml). After stirring overnight at room temperature, saturated Na2SO4 was added to the reaction until a white suspension was observed. The mixture was filtered and the filtrate was combined with H2O and CHCl3, separated, and extracted further with CHCl3 (2×). The combined organic extracts were dried, filtered and concentrated to dryness. The residue was triturated with hexane to yield 1-4.

Workup

  1. filtrationThe mixture was filtered
  2. customseparated
  3. extractionextracted further with CHCl3 (2×)
  4. customThe combined organic extracts were dried
  5. filtrationfiltered
  6. concentrationconcentrated to dryness
  7. customThe residue was triturated with hexane
  8. customto yield 1-4

Sources & evidence

ORD record
ord-c2452fda0c7f4dbd9bbeb39649c7cf35
Source dataset
uspto-grants-1999_02
Patent number
US05872138

Reaction notes

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