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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 846838Generated: October 25, 2026

Formaldehyde → Dibenzyl P-(N-tert-Butyl-N-hydroxyaminomethyl)phosphonate

https://huagongshe.com/reaction/846838

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
ReactantSodium BicarbonateHCID 516892—
ReactantN-tert-butylhydroxylamine hydrochlorideHCID 2777896—
ReactantDibenzylphosphiteHCID 21904359—
SolventTetrahydrofuranHCID 8028—
ProductDibenzyl P-(N-tert-Butyl-N-hydroxyaminomethyl)phosphonateHCID 1988377864%

Reaction Conditions

Temperature55 °C

Reaction Steps

Using the procedure of Example 1, the above-named compound is prepared from 5.0 g (40 mmol) of N-tert-butylhydroxylamine hydrochloride, 2.4 g (80 mmol) of paraformaldehyde, 9.0 g (41 mmol) of dibenzyl phosphite, 3.0 g (40 mmol) of sodium bicarbonate and 200 ml of tetrahydrofuran (THF) by heating at 55° C. for 14 hours. The residue is purified by recrystallization from a mixture of methylene chloride and hexane to give 9.2 g (64% yield) of a white solid melting at 106°-107° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05137951
Source datasetuspto-grants-1992_08
ORD IDord-8b4937138b114f51953c304be4aae8cb
Source noteuspto-grants-1992_08