HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 385419Generated: November 1, 2026
Sodium hydride → Ethyl 3-cyclopropyl-2-(4-nitro-3-(2,2,2-trifluoroethoxy)phenyl)propanoate
https://huagongshe.com/reaction/385419
Participants
| Role | Name | HCID | Charge |
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| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Bromomethylcyclopropane | HCID 81503 | — |
| Reactant | Ethyl 2-(4-nitro-3-(2,2,2-trifluoroethoxy)phenyl)acetate | HCID 58150557 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Ethyl 3-cyclopropyl-2-(4-nitro-3-(2,2,2-trifluoroethoxy)phenyl)propanoate | HCID 57995637 | 44.7% |
Reaction Steps
Ethyl 2-(4-nitro-3-(2,2,2-trifluoroethoxy)phenyl)acetate (2 g, 6.5 mmol) was dissolved in 50 mL anhydrous DMF, NaH (60% wt. in oil, 0.171 g, 7.1 mmol) was added at 0° C. The reaction mixture was stirred for 0.5 h at 25° C. and cyclopropylmethyl bromide (0.967 g, 7.16 mmol) was added drop wise at 0° C. The reaction mixture was stirred at 0° C. for 1 h and saturated NH4Cl solution (10 mL) was added. The reaction mixture was extracted with EtOAc (3×20 mL) and the combined organic phases were washed with water (3×20 mL) and brine (20 mL), dried over MgSO4, filtered and concentrated under reduced pressure to give ethyl 3-cyclopropyl-2-(4-nitro-3-(2,2,2-trifluoroethoxy)phenyl)propanoate (1.05 g) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08367863B2 |
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| Source dataset | uspto-grants-2013_02 |
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| ORD ID | ord-fbdb607c76bb44da8449c3d796769bef |
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| Source note | uspto-grants-2013_02 |
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