Formaldehyde → HCID 13661369, compound

HRID 620139Notes

Reaction equation

HRID 620139 reaction equation
[CH2:1]([P:14](=[O:25])([O:20][CH2:21][CH2:22][CH2:23][CH3:24])[O:15][CH2:16][CH2:17][CH2:18][CH3:19])[P:2](=[O:13])([O:8][CH2:9][CH2:10][CH2:11][CH3:12])[O:3][CH2:4][CH2:5][CH2:6][CH3:7].C=O.[CH2:28](NCC)C>CO>[C:1]([P:2](=[O:13])([O:8][CH2:9][CH2:10][CH2:11][CH3:12])[O:3][CH2:4][CH2:5][CH2:6][CH3:7])([P:14](=[O:25])([O:15][CH2:16][CH2:17][CH2:18][CH3:19])[O:20][CH2:21][CH2:22][CH2:23][CH3:24])=[CH2:28]

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 8021DiethylamineHCID 11338541HCID 11338541, compound

Product 1

HCID 13661369HCID 13661369, compoundYield 65.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

6.95 g (17.4 mmol) of tetra-n-butyl methylenebisphosphonate, 2.61 g (86.8 mmol) of paraformaldehyde and 1.27 g (17.4 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 46 hours. After the methanol is eliminated as described above in Example I, 4.72 g of tetra-n-butyl ethenylidenebisphosphonate is produced as a clear liquid.

Workup

  1. temperatureThis mixture is then refluxed for 46 hours

Sources & evidence

ORD record
ord-2f44c34cd3dd439d80daf400864925db
Source dataset
uspto-grants-1989_04
Patent number
US04820698

Reaction notes

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