Morpholine → Methyl 3-morpholinovalerate

HRID 414362Notes

Reaction equation

HRID 414362 reaction equation
[C:1]([O:7][CH3:8])(=[O:6])/[CH:2]=[CH:3]/[CH2:4][CH3:5].[NH:9]1[CH2:14][CH2:13][O:12][CH2:11][CH2:10]1>>[O:12]1[CH2:13][CH2:14][N:9]([CH:3]([CH2:4][CH3:5])[CH2:2][C:1]([O:7][CH3:8])=[O:6])[CH2:10][CH2:11]1

Participants

3

Reactant 2

HCID 8083MorpholineHCID 5364718Methyl 2-pentenoate

Product 1

HCID 20035200Methyl 3-morpholinovalerate

Conditions

Temperature
100 °C

Procedure

A mixture of 171 g of methyl 2-trans-pentenoate and 130.5 g of morpholine was heated for 46 hours at 100° C. After distillation of the reaction mixture over a Vigreux column, 179 g (59% of theory) of methyl 3-morpholinovalerate of boiling point 85° C./0.4 mbar, nD20 =1.4610, were obtained.

Workup

  1. distillationAfter distillation of the reaction mixture over a Vigreux column, 179 g (59% of theory) of methyl 3-morpholinovalerate of boiling point 85° C./0.4 mbar
  2. customnD20 =1.4610, were obtained

Sources & evidence

ORD record
ord-6e72a1f644624095b6631187d859dcda
Source dataset
uspto-grants-1988_12
Patent number
US04791220

Reaction notes

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