Formaldehyde → HCID 23044724, compound

HRID 620141Notes

Reaction equation

HRID 620141 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-00170c87b5f84ed6a030b4fab7efb88f
Source dataset
uspto-grants-1989_04
Patent number
US04820698

Reaction notes

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