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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 373862Generated: October 31, 2026

Acetic Acid → Dimethyl 2-Oxo-3-methylheptylphosphonate

https://huagongshe.com/reaction/373862

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantTetrahydrofuranHCID 8028—
ReactantDimethyl methylphosphonateHCID 12958—
ReactantButyllithiumHCID 178418339—
ProductDimethyl 2-Oxo-3-methylheptylphosphonateHCID 12906670—

Reaction Steps

To a THF (120 ml) solution of dimethyl methylphosphonate (5.04 g) at -60° C. was added dropwise n-BuLi (1.6-M, 25.4 ml), and the mixture was stirred for 30 min. A THF (50 ml) solution of methyl 2R,S-methylcaproate (3 15 g) was added dropwise. The mixture was stirred at -60° C. for 1 h, then at room temperature for 1.5 h, and thereafter acetic acid (2 ml) was added at 0° C. A crude product obtained after the usual work-up was chromatographed (hexane : ethyl acetate=1 : 5). Yield : 2,85 g (58%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05166174
Source datasetuspto-grants-1992_11
ORD IDord-55ad27566e2d406cae1d0bc2d573e2df
Source noteuspto-grants-1992_11