Hydrochloric Acid → HCID 22325127, compound

HRID 496059Notes

Reaction equation

HRID 496059 reaction equation
[CH3:1][N:2]([CH3:11])[C:3]1([CH2:6][C:7](OC)=[O:8])[CH2:5][CH2:4]1.O.[OH-].[Na+].[ClH:15]>O1CCCC1.O1CCOCC1>[ClH:15].[CH3:1][N:2]([CH3:11])[C:3]1([CH2:6][CH2:7][OH:8])[CH2:5][CH2:4]1

Participants

7

Reactant 4

HCID 313Hydrochloric Acid2×HCID 962Water2×HCID 14798Sodium HydroxideHCID 17840534HCID 17840534, compound

Product 1

HCID 22325127HCID 22325127, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolvent2×HCID 312751,4-DioxaneSolvent

Conditions

Temperature
5 °C

Procedure

10.2 g of the compound obtained in Step 3 dissolved in 200 ml of tetrahydrofuran are slowly added to a solution of 5 g of AlLiH4 in 300 ml of tetrahydrofuran. After refluxing for 2 hours, the reaction mixture is cooled to 5° C. and 10.7 ml of water, 10.7 ml of 4N sodium hydroxide and then 32.1 ml of water are added. After filtering and concentrating under reduced pressure, chromatography over silica gel (dichloromethane/methanol: 95/5) allows the expected product to be isolated, which is converted into its hydrochloride form by the action of a solution of hydrochloric acid in dioxane.

Workup

  1. temperatureAfter refluxing for 2 hours
  2. filtrationAfter filtering
  3. concentrationconcentrating under reduced pressure, chromatography over silica gel (dichloromethane/methanol: 95/5)
  4. customto be isolated

Sources & evidence

ORD record
ord-23a6b395052b4dbeb22091e4fc51fcff
Source dataset
uspto-grants-2005_09
Patent number
US06943184B2

Reaction notes

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