HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 574739Generated: October 29, 2026
Dimethyl methylphosphonate → HCID 86652875, compound
https://huagongshe.com/reaction/574739
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethyl methylphosphonate | HCID 12958 | — |
| Reactant | HCID 67109353 | HCID 67109353 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86652875 | HCID 86652875 | 80.2% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09034906B2 |
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| Source dataset | uspto-grants-2015_05 |
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| ORD ID | ord-630d0e78a78c4f98a1dc01a41b25a00e |
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| Source note | uspto-grants-2015_05 |
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