Sodium Hydroxide → HCID 66879932, compound

HRID 1893517Notes

Reaction equation

HRID 1893517 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH2:7]=[N:8][N:9]1[CH2:17][C@H:16]2[C@H:11]([CH2:12][CH2:13][CH2:14][CH2:15]2)[CH2:10]1.[OH-].[Na+].S([O-])([O-])(=O)=O.[Na+].[Na+]>O.C(OCC)C>[CH3:7][NH:8][N:9]1[CH2:17][C@H:16]2[C@H:11]([CH2:12][CH2:13][CH2:14][CH2:15]2)[CH2:10]1

Participants

7

Reactant 4

HCID 14798Sodium HydroxideHCID 24436Sodium SulfateHCID 21226445Aluminium lithium hydrideHCID 66881050HCID 66881050, compound

Product 1

HCID 66879932HCID 66879932, compoundYield 85%

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 3283Diethyl EtherSolvent

Procedure

To lithium aluminum hydride (204 mg, 5.38 mmol) was added diethyl ether (50 ml) and the mixture was stirred under ice-cooling. Thereto was added the compound (505 mg, 3.39 mmol) obtained in step B and the mixture was heated under reflux for 1 hr. The reaction mixture was ice-cooled, and water (0.204 ml), 15% aqueous sodium hydroxide solution (0.204 ml), water (0.615 ml) and sodium sulfate were successively added with stirring. The insoluble material was filtered off through celite, and the solution was concentrated under reduced pressure to give the title compound (436 mg, yield 85%) as a colorless oil.

Workup

  1. temperaturecooling
  2. temperaturethe mixture was heated
  3. temperatureunder reflux for 1 hr
  4. temperaturecooled
  5. stirringwith stirring
  6. filtrationThe insoluble material was filtered off through celite
  7. concentrationthe solution was concentrated under reduced pressure

Sources & evidence

ORD record
ord-82f95da8a10a4343913d912db1ad8976
Source dataset
uspto-grants-2013_08
Patent number
US08513235B2

Reaction notes

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