Water → HCID 178464022, compound

HRID 1170432Notes

Reaction equation

HRID 1170432 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH2:7]([N:9]([CH2:17][CH3:18])[C:10]([C@H:12]1[CH2:15][C@@H:14]([OH:16])[CH2:13]1)=O)[CH3:8].O.[OH-].[Na+]>O1CCCC1>[OH:16][C@@H:14]1[CH2:13][C@H:12]([CH2:10][N:9]([CH2:17][CH3:18])[CH2:7][CH3:8])[CH2:15]1

Participants

6

Reactant 4

HCID 962Water2×HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 178464220HCID 178464220, compound

Product 1

HCID 178464022HCID 178464022, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of lithium aluminum hydride (78.4 mg, 2.07 mmol) in tetrahydrofuran (3.8 mL) was added the compound of Example 3-1 (322 mg, 1.88 mmol), and the mixture was heated to reflux for 3 hours. To the reaction solution were successively added water (79 μL), 4M aqueous sodium hydroxide solution (79 μL) and water (237 μL) at room temperature, and the mixture was filtered through celite. The filtrate was concentrated to give the titled compound (282 mg, 96%).

Workup

  1. temperaturethe mixture was heated
  2. temperatureto reflux for 3 hours
  3. customat room temperature
  4. filtrationthe mixture was filtered through celite
  5. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-34345fced96a43e2843326621c33d145
Source dataset
uspto-grants-2010_11
Patent number
US07825155B2

Reaction notes

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