Propylene Oxide → HCID 22055142, compound

HRID 744739Notes

Reaction equation

HRID 744739 reaction equation
[CH3:1][N:2]([CH3:11])[CH2:3][CH2:4][NH:5][CH2:6][CH2:7][N:8]([CH3:10])[CH3:9].[CH2:12]1[O:15][CH:13]1[CH3:14]>>[CH3:9][N:8]([CH3:10])[CH2:7][CH2:6][N:5]([CH2:12][CH:13]([OH:15])[CH3:14])[CH2:4][CH2:3][N:2]([CH3:11])[CH3:1]

Participants

3

Reactant 2

HCID 6378Propylene OxideHCID 975141,2-Ethanediamine, N'-[2-(dimethylamino)ethyl]-N,N-dimethyl-

Product 1

HCID 22055142HCID 22055142, compound

Conditions

Temperature
120 °C

Procedure

N,N,N",N"-Tetramethyldiethylenetriamine (TMDETA, 24.96 g, 157.2 mmole) and propylene oxide (PO, 9.1 g, 157.0 mmole) were charged to a 50 mL autoclave. The reactor was sealed, the contained air was replaced with nitrogen, the reactor was pressured to 100 psi (689 kPa) with nitrogen, and the contents were heated to 120° C. Analysis of samples withdrawn after 6 and 22 hours showed that little change in composition had occurred after the first 6 hours. After 22 hours, the reaction mixture was cooled to ambient temperature and the product was removed. GC analysis of the crude product showed that it contained 4.8% unreacted TMDETA and 82.3% TMHPDETA.

Workup

  1. customThe reactor was sealed
  2. customAnalysis of samples withdrawn after 6 and 22 hours
  3. customafter the first 6 hours
  4. temperaturethe reaction mixture was cooled to ambient temperature
  5. customthe product was removed

Sources & evidence

ORD record
ord-056e774064414747ac7e073d42f4da57
Source dataset
uspto-grants-1996_09
Patent number
US05559161

Reaction notes

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