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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1183686Generated: November 2, 2026

Sodium hydride → Ethyl 3-cyclopropyl-2-(4-nitro-3-(2,2,2-trifluoroethoxy)phenyl)propanoate

https://huagongshe.com/reaction/1183686

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantAmmonium ChlorideHCID 25517—
ReactantBromomethylcyclopropaneHCID 81503—
ReactantEthyl 2-(4-nitro-3-(2,2,2-trifluoroethoxy)phenyl)acetateHCID 58150557—
SolventDimethylformamideHCID 6228—
ProductEthyl 3-cyclopropyl-2-(4-nitro-3-(2,2,2-trifluoroethoxy)phenyl)propanoateHCID 5799563744.7%

Reaction Conditions

Temperature25 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08664249B2
Source datasetuspto-grants-2014_03
ORD IDord-9c6fbd941dec4350a9147da137569b3c
Source noteuspto-grants-2014_03