HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 846839Generated: October 29, 2026
Formaldehyde → Dimethyl {[benzyl(hydroxy)amino]methyl}phosphonate
https://huagongshe.com/reaction/846839
Participants
| Role | Name | HCID | Charge |
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| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | N-benzylhydroxylamine hydrochloride | HCID 11332622 | — |
| Reactant | Dimethylphosphite | HCID 21884954 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Dimethyl {[benzyl(hydroxy)amino]methyl}phosphonate | HCID 19883777 | 82.9% |
Reaction Steps
Using the procedure of Example 1, the above-named compound is prepared from 5.0 g (31 mmol) of N-benzylhydroxylamine hydrochloride, 1.8 g (60 mmol) of paraformaldehyde, 3.7 ml (40 mmol) of dimethyl phosphite, 2.5 g (30 mmol) of sodium bicarbonate and 350 ml of THF by heating at 55° C. for seven hours. The residue is purified by column chromatography (silica gel, methylene chloride:ethyl acetate eluent) to give 6.1 g (80% yield) of a viscous colorless liquid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05137951 |
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| Source dataset | uspto-grants-1992_08 |
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| ORD ID | ord-58a0f5dc1e4b461aba81a29048117cb5 |
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| Source note | uspto-grants-1992_08 |
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