Sodium sulfate decahydrate → HCID 66975867, compound

HRID 1022811Notes

Reaction equation

HRID 1022811 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[Cl-].[Al+3].[Cl-].[Cl-].[Cl:11][C:12]1[CH:13]=[C:14]([CH:19]2[CH:25]([CH2:26][O:27][CH2:28][C:29](OCC)=[O:30])[O:24][CH2:23][CH2:22][N:21]([C:34]([O:36][C:37]([CH3:40])([CH3:39])[CH3:38])=[O:35])[CH2:20]2)[CH:15]=[CH:16][C:17]=1[Cl:18].O.O.O.O.O.O.O.O.O.O.[O-]S([O-])(=O)=O.[Na+].[Na+]>C1COCC1>[Cl:11][C:12]1[CH:13]=[C:14]([CH:19]2[CH:25]([CH2:26][O:27][CH2:28][CH2:29][OH:30])[O:24][CH2:23][CH2:22][N:21]([C:34]([O:36][C:37]([CH3:40])([CH3:39])[CH3:38])=[O:35])[CH2:20]2)[CH:15]=[CH:16][C:17]=1[Cl:18]

Participants

6

Reactant 4

HCID 62649Sodium sulfate decahydrateHCID 6451240Aluminum(III) ChlorideHCID 21226445Aluminium lithium hydrideHCID 66975633HCID 66975633, compound

Product 1

HCID 66975867HCID 66975867, compoundYield 73.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

Lithium aluminum hydride (90 mg) was added to a solution of aluminum chloride (90 mg) in THF (5 mL), and the mixture was stirred at room temperature for 40 min. A solution of tert-butyl (6SR,7SR)-6-(3,4-dichlorophenyl)-7-[(2-ethoxy-2-oxoethoxy)methyl]-1,4-oxazepane-4-carboxylate (300 mg) in THF (5 ml) was added dropwise to the reaction mixture, and the mixture was stirred at 0° C. for 1 hr. Sodium sulfate 10 hydrate was added to the reaction mixture, the mixture was stirred at room temperature for 30 min, and the resultant salt was filtered off. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography to give the title compound (200 mg).

Workup

  1. stirringthe mixture was stirred at 0° C. for 1 hr
  2. stirringthe mixture was stirred at room temperature for 30 min
  3. filtrationthe resultant salt was filtered off
  4. customThe solvent was evaporated under reduced pressure
  5. customthe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-7ef18fd8c14f424f9f9d06fd70dc12f5
Source dataset
uspto-grants-2014_05
Patent number
US08722662B2

Reaction notes

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