Hydrochloric Acid → 4-[2-(Aminooxy)ethyl]morpholine dihydrochloride

HRID 1925812Notes

Reaction equation

HRID 1925812 reaction equation
C(OC(=O)[NH:7][O:8][CH2:9][CH2:10][N:11]1[CH2:16][CH2:15][O:14][CH2:13][CH2:12]1)(C)(C)C.O1CCOCC1.[ClH:24]>CO>[ClH:24].[ClH:24].[N:11]1([CH2:10][CH2:9][O:8][NH2:7])[CH2:16][CH2:15][O:14][CH2:13][CH2:12]1

Participants

5

Reactant 3

HCID 313Hydrochloric Acid2×HCID 312751,4-DioxaneHCID 85868160HCID 85868160, compound

Product 1

HCID 219787654-[2-(Aminooxy)ethyl]morpholine dihydrochlorideYield 78%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of (2-morpholin-4-yl-ethoxy)-carbamic acid tert-butyl ester (118 mg, 0.48 mmol) in MeOH (1 mL) is added 4 M dioxane solution of HCl (2.4 mL, 9.60 mmol) at room temperature. The resulting solution is stirred for 16 hours at room temperature. After addition of additional HCl (2.4 mL) followed by stirring for 4 hours, the reaction mixture is concentrated in vacuo to give yellow solids (82 mg, 78%).

Workup

  1. stirringby stirring for 4 hours
  2. concentrationthe reaction mixture is concentrated in vacuo

Sources & evidence

ORD record
ord-0fddac865426478981305ff62c92079e
Source dataset
uspto-grants-2012_05
Patent number
US08178693B2

Reaction notes

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