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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2363218Generated: October 31, 2026

Dimethyl methylphosphonate → HCID 86652875, compound

https://huagongshe.com/reaction/2363218

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl methylphosphonateHCID 12958—
ReactantHCID 67109353HCID 67109353—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86652875HCID 8665287580.2%

Reaction Steps

To dimethyl methylphosphonate (1.97 g) was added tetrahydrofuran (THF) (25 mL), and the mixture was cooled to −78° C. n-Butyllithium (1.5 M hexane solution) (10 mL) was added, and the mixture was stirred for 1 hr. Then, a solution of methyl ester {methyl (2R)-2-(m-tolyl)propionate} synthesized in Example 1 (1.34 g) in THF (3.8 mL) was added at −78° C., and the mixture was stirred for 2 hr. The reaction was quenched with 25 mL of saturated aqueous sodium hydrogen carbonate, and the mixture was extracted with ethyl acetate. The extract was dried over magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate 5:1-1:5) to give the title compound (1.63 g). The structural property was as described below.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08691857B2
Source datasetuspto-grants-2014_04
ORD IDord-9b34bb50928945599ad41943a3ea839e
Source noteuspto-grants-2014_04