Water → HCID 53706613, compound

HRID 1952768Notes

Reaction equation

HRID 1952768 reaction equation
[CH:1]([P:3](=[O:14])([O-:13])[O:4][CH2:5][CH:6]([CH2:11][CH3:12])[CH2:7][CH2:8][CH2:9][CH3:10])=[CH2:2].[CH2:15]([NH2:33])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32].[H-].[Na+].O>C(OCC)(=O)C>[CH2:11]([CH:6]([CH2:7][CH2:8][CH2:9][CH3:10])[CH2:5][O:4][P:3]([CH2:1][CH2:2][NH:33][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32])(=[O:13])[O:14][CH2:5][CH:6]([CH2:11][CH3:12])[CH2:7][CH2:8][CH2:9][CH3:10])[CH3:12]

Participants

6

Reactant 4

HCID 962WaterHCID 15793OctadecylamineHCID 24758Sodium hydrideHCID 85765042HCID 85765042, compound

Product 1

HCID 53706613HCID 53706613, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
140 °C

Procedure

A mixture of 2-ethylhexyl vinylphosphonate (49.90 g), octadecylamine (40.43 g) and sodium hydride 0.10 g was stirred at 140° C. for 6 hours. Water (100 ml) and ethyl acetate (200 ml) were added. The organic phase was separated, dried with sodium sulfate, filtered and the solvent evaporated under reduced pressure to give di(2-ethylhexyl)[2-(octadecylamino)ethyl]phosphonate, as colourless liquid nD40 =1.4541.

Workup

  1. customThe organic phase was separated
  2. dry with materialdried with sodium sulfate
  3. filtrationfiltered
  4. customthe solvent evaporated under reduced pressure

Sources & evidence

ORD record
ord-3d7be589849a485e92414f071f5f1719
Source dataset
uspto-grants-2000_09
Patent number
US06114340

Reaction notes

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