Dodecylamine → HCID 14817348, compound

HRID 2166222Notes

Reaction equation

HRID 2166222 reaction equation
[CH2:1]([NH2:13])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[O:14]1[CH:18]([CH2:19][OH:20])[CH:15]1[CH2:16][OH:17]>>[CH2:1]([NH:13][CH:18]([CH:15]([OH:14])[CH2:16][OH:17])[CH2:19][OH:20])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

Participants

3

Reactant 2

HCID 13583DodecylamineHCID 957702,3-Oxiranedimethanol

Product 1

HCID 14817348HCID 14817348, compound

Procedure

Dodecylamine (185 g, 1.0 mole) was charged into a 500 ml round bottom flask equipped with a stirrer, thermometer (with temperature controller) and powder dropping funnel. Then 2,3-epoxy-1,4 butandiol (26 g, 0.4 moles) was placed in the dropping funnel. The mixture was stirred and heated while epoxide was being added so that suitable dissolution and reaction could occur. Upon completion of such addition the temperature of the reaction mixture was 100° C. The resulting mixture was stirred for 3 hours at 100° C. and distilled with a molecular still at 125° C. and <1 mm to remove excess dodecylamine. The resultant non-volatile product was cooled to give a light tan solid whose IR and NMR spectra were consistent with the formula ##STR8## where n=1.

Workup

  1. customequipped with a stirrer
  2. additionwas being added so that suitable dissolution and reaction
  3. additionUpon completion of such addition the temperature of the reaction mixture
  4. customwas 100° C
  5. stirringThe resulting mixture was stirred for 3 hours at 100° C.
  6. distillationdistilled with a molecular still at 125° C. and <1 mm
  7. customto remove excess dodecylamine
  8. temperatureThe resultant non-volatile product was cooled
  9. customto give a light tan solid whose IR and NMR spectra

Sources & evidence

ORD record
ord-7f1a2d329a6b41edbabeb5461a5217b1
Source dataset
uspto-grants-1990_07
Patent number
US04943664

Reaction notes

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