Water → HCID 22325165, compound

HRID 496064Notes

Reaction equation

HRID 496064 reaction equation
C(O[C:6]([N:8]([CH3:19])[C:9]1([CH2:12][CH2:13][C:14](OCC)=[O:15])[CH2:11][CH2:10]1)=O)(C)(C)C.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>O1CCCC1>[CH3:6][N:8]([CH3:19])[C:9]1([CH2:12][CH2:13][CH2:14][OH:15])[CH2:11][CH2:10]1

Participants

6

Reactant 4

HCID 962Water2×HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 22325162HCID 22325162, compound

Product 1

HCID 22325165HCID 22325165, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
5 °C

Procedure

8.5 g of the product obtained in Step 3 dissolved in 100 ml of tetrahydrofaran are added to 6.9 g of lithium aluminium hydride suspended in 200 ml of tetrahydrofuran. After refluxing for 16 hours, the mixture is cooled to 5° C. and hydrolysed with, in succession, 6.9 ml of water, 6.9 ml of 4N sodium hydroxide solution and then 20.7 ml of water. After customary treatment, chromatography of the residue over silica gel allows the expected product to be isolated (liquid).

Workup

  1. temperatureAfter refluxing for 16 hours

Sources & evidence

ORD record
ord-c66a8a7c2afa46719a620217b7d1145b
Source dataset
uspto-grants-2005_09
Patent number
US06943184B2

Reaction notes

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