HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl phenylacetate → HCID 117599770, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl phenylacetate | HCID 7559 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-Bromo-2-fluoro-1-nitrobenzene | HCID 2783362 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ammonium Chloride | HCID 25517 | — |
| Product | HCID 117599770 | HCID 117599770 | — |
Reaction Steps
NaH (1.6 g, 63 mmol) is added portion wise to a solution of phenyl-acetic acid methyl ester (9.0 g, 60 mmol) in DMF (150 mL) at −15° C. and stirred at this temperature for 3 hours. 4-Bromo-2-fluoro-1-nitro-benzene (6.57 g, 30.0 mmol) is added to the above mixture at −15° C. The mixture is warmed to room temperature slowly and stirred for 24 hours. The mixture is diluted with saturated aqueous NH4Cl solution and extracted with ethyl acetate (3×100 mL). The combined organic phase is washed with water and brine, dried over Na2SO4, filtered and concentrated. The residue is purified by chromatography (ethyl acetate:petroleum ether=1:20) to give the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09102684B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-cbe811e690c04da3b7c6009eec5d0d11 |
| Source note | uspto-grants-2015_08 |