Formaldehyde → HCID 23044724, compound

HRID 2165344Notes

Reaction equation

HRID 2165344 reaction equation
[CH2:1]([P:18](=[O:33])([O:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32])[O:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])[P:2](=[O:17])([O:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])[O:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9].C=O.[CH2:36](NCC)C>CO>[C:1]([P:2](=[O:17])([O:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])[O:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9])([P:18](=[O:33])([O:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])[O:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32])=[CH2:36]

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 8021DiethylamineHCID 4372292HCID 4372292, compound

Product 1

HCID 23044724HCID 23044724, compoundYield 73.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

22.2 g (44.0 mmol) of tetra-n-hexyl methylenebisphosphonate, 6.61 g (220.0 mmol) of paraformaldehyde and 3.22 g (64.0 mmol) of diethylamine are combined with the same reactants and the same conditions as described above in Example I. This mixture is then refluxed for 48 hours. After the methanol is eliminated as described above in Example I, about 17 g of tetra-n-hexyl ethenylidenebisphosphonate is produced as a clear liquid.

Workup

  1. temperatureThis mixture is then refluxed for 48 hours

Sources & evidence

ORD record
ord-a1b7b521d94b40d9b5219659400bbfca
Source dataset
uspto-grants-1990_07
Patent number
US04939284

Reaction notes

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