Ethyl 2-Morpholinoacetate → 4-Morpholineacetic acid

HRID 64055Notes

Reaction equation

HRID 64055 reaction equation
[O:1]1[CH2:6][CH2:5][N:4]([CH2:7][C:8]([O:10]CC)=[O:9])[CH2:3][CH2:2]1>Cl>[O:1]1[CH2:6][CH2:5][N:4]([CH2:7][C:8]([OH:10])=[O:9])[CH2:3][CH2:2]1

Participants

3

Reactant 1

HCID 2734105Ethyl 2-Morpholinoacetate

Product 1

HCID 4389684-Morpholineacetic acidYield 64%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of ethyl 2-morpholinoacetate (1.8 g, 11.44 mmol) in 8 N HCl (5 ml) was heated at 90° C. for 12 h. The mixture was concentrated to give the product in 64% yield (0.9 g). LC-MS (ESI): Calculated mass: 145.16; Observed mass: 146.3 [M+H]+ (rt: 0.21 min).

Workup

  1. concentrationThe mixture was concentrated
  2. customto give the product in 64% yield (0.9 g)
  3. custom146.3 [M+H]+ (rt: 0.21 min)

Sources & evidence

ORD record
ord-fd3ef30f75ae481197ee297db5e0d933
Source dataset
uspto-grants-2016_09
Patent number
US09447091B2

Reaction notes

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