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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 441571Generated: October 29, 2026

Sodium hydride → Dimethyl (1-bromo-2-oxooctyl)phosphonate

https://huagongshe.com/reaction/441571

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant1-Bromoazepan-2-oneHCID 75541—
ReactantDimethyl (2-oxooctyl)phosphonateHCID 13390134—
ReactantHCID 178418361HCID 178418361—
SolventBenzeneHCID 241—
ProductDimethyl (1-bromo-2-oxooctyl)phosphonateHCID 54443054—

Reaction Steps

To a benzene suspension of 194 mg of 80% NaH in mineral oil, a solution of 1.62 g of dimethyl-(2-oxo-octyl)phosphonate in 5 ml of benzene was added dropwise and continually stirred until there was no more evolution of hydrogen. The 1.24 g of N-bromo-caprolactam were added to form the carbanion of dimethyl-(1-bromo-2-oxo-octyl)-phosphonate. After 15 minutes the solution of the aldehyde, prepared as described above, was added and the reaction mixture stirred for 15 minutes.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04041064
Source datasetuspto-grants-1977_08
ORD IDord-6ec53951e21e4c229980c0447bc29a5b
Source noteuspto-grants-1977_08