HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → Methyl 3-(2-chloro-6-fluorophenyl)-2-diazo-3-oxopropionate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl azide | HCID 556271 | — |
| Reactant | Methyl 3-(2-chloro-6-fluorophenyl)-3-oxopropanoate | HCID 67267062 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | Methyl 3-(2-chloro-6-fluorophenyl)-2-diazo-3-oxopropionate | HCID 86613890 | 76.1% |
Reaction Steps
To a solution of 5.80 g (25.1 mmol) of methyl 3-(2-chloro-6-fluorophenyl)-3-oxopropionate in 60 mL acetonitrile was added 3.9 mL (28 mmol) of triethylamine followed by 3.05 g (25.2 mmol) of methanesulfonyl azide. The mixture was stirred at room temperature for 18 h and concentrated by rotary evaporation. The resulting solid mass was washed with ethyl acetate/hexanes and the washings were filtered through a plug of silica gel. The filtrate was concentrated to give 4.90 g (76%) of the title compound as a light yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07897607B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-7b07f3751c3841798e0a6e2aecd0659a |
| Source note | uspto-grants-2011_03 |