HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Methyl 1-[3,5-Bis(trifluoromethyl)phenyl]cyclopropanecarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1-Bromo-2-Chloroethane | HCID 7849 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Methyl 2-[3,5-bis(trifluoromethyl)phenyl]acetate | HCID 10401718 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | Methyl 1-[3,5-Bis(trifluoromethyl)phenyl]cyclopropanecarboxylate | HCID 21955134 | 94% |
Reaction Steps
The compound (1.76 g) obtained in step 1 was dissolved in DMSO (30 mL), sodium hydride (0.59 g) was added at 0° C., and the mixture was stirred for 5 min. To the reaction mixture was added 2-bromo-1-chloroethane (0.77 mL), and the mixture was stirred at room temperature for 45 min. The reaction mixture was poured into water, and extracted twice with ethyl acetate. The extract was washed with saturated aqueous ammonium chloride solution, dried and concentrated under reduced pressure. The residue was separated and purified by silica gel column chromatography (10% ethyl acetate/hexane) to give methyl 1-[3,5-bis(trifluoromethyl)phenyl]cyclopropanecarboxylate (1.80 g, 94%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08592454B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-2aab972e903a409d932a3c383875e270 |
| Source note | uspto-grants-2013_11 |