Morpholine → Morpholine, 4-(2-methoxyethyl)-

HRID 2209329Notes

Reaction equation

HRID 2209329 reaction equation
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[CH3:7][O:8][CH2:9][CH2:10]Cl>>[CH3:7][O:8][CH2:9][CH2:10][N:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 8083MorpholineHCID 123162-Chloroethyl methyl ether

Product 1

HCID 82460Morpholine, 4-(2-methoxyethyl)-

Procedure

In an autoclave of 100 mL, morpholine (45.0 g, 517 mmol) was made reacted with chloroethyl methyl ether (25.0 g, 265 mmol) at 130 deg C. for 48 hours. Solid salt that was formed was removed by filtration, and residue (filtrate) was subjected to reduced-pressure distillation by using a Vigreux column of 25 cm. Then 1H-NMR measurement of obtained amine is performed, and it was confirmed that chemical shifts, δ (ppm), are 3.53-3.55(m, 4H), 3.33-3.35(m, 2H), 3.17(s, 3H), and 2.36-2.32 (m, 6H), and that N-2-methoxyethylmorpholine was synthesized.

Workup

  1. customSolid salt that was formed
  2. customwas removed by filtration, and residue (filtrate)
  3. distillationwas subjected to reduced-pressure distillation

Sources & evidence

ORD record
ord-569b4e245c044095ae2153b5d5a9beb1
Source dataset
uspto-grants-2016_06
Patent number
US09379413B2

Reaction notes

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