1-Dodecanol → p-Dioxanone 2,5-Morpholinedione

HRID 325582

Reaction equation

HRID 325582 reaction equation
[O:1]1[CH2:6][CH2:5][O:4][CH2:3][C:2]1=[O:7].[NH:8]1[C:13](=[O:14])[CH2:12][O:11][C:10](=[O:15])[CH2:9]1.C(O)CCCCCCCCCCC.CCCCC(C([O-])=O)CC.CCCCC(C([O-])=O)CC.[Sn+2]>C1(C)C=CC=CC=1>[O:1]1[CH2:6][CH2:5][O:4][CH2:3][C:2]1=[O:7].[NH:8]1[C:13](=[O:14])[CH2:12][O:11][C:10](=[O:15])[CH2:9]1

Participants

6

Reactant 4

HCID 81931-DodecanolHCID 93182-ethylhexanoic acid tin(II) saltHCID 18233DioxanoneHCID 1714329Morpholine-2,5-dione

Product 1

HCID 69494823p-Dioxanone 2,5-Morpholinedione

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

p-Dioxanone (17.7 g, 0.174 moles), 2.5-morpholinedione (1.0 g, 0.00870 moles), 1-dodecanol (0.558 g, 0.000299 moles), and a catalytic amount of stannous octoate (0.46 ml of a 0.0264 M toluene solution, 0.000021 moles) are heated and magnetically mixed in a flame and vacuum dried, sealed glass ampoule according to the following temperature/time scheme:

Workup

  1. additionmagnetically mixed in
  2. temperaturea flame
  3. customvacuum dried
  4. customsealed glass ampoule

Sources & evidence

ORD record
ord-0ffc0fa3525c4ab0b9fb179b0aa943e0
Source dataset
uspto-grants-1984_04
Patent number
US04441496

Linked notes

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