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

HRID 217013Notes

Reaction equation

HRID 217013 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-26353addfec2453bb2a8bef3c845c62c
Source dataset
uspto-grants-2012_06
Patent number
US08193231B2

Reaction notes

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