HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Nitrophenol → 1-[(4-Methoxyphenyl)Methoxy]-3-nitro-Benzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Nitrophenol | HCID 11137 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 4-Methyloxybenzyl chloride | HCID 69993 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-[(4-Methoxyphenyl)Methoxy]-3-nitro-Benzene | HCID 3628388 | 90.6% |
Reaction Steps
NaOH (0.54 g, 13.36 mmol) was added into 10 ml of degassed dimethylformamide at 0° C., then 3-nitrophenol (1.69 g, 12.14 mmol) dissolved in 7 ml of dimethylformamide was dropped slowly, and then para-methoxybenzylchloride (1.81 ml, 13.36 mmol) was added slowly. After stirred for 2 hours at the increased reaction temperature to room temperature, the reaction mixture was extracted using saturated ammonium chloride (100 ml) and ethylacetate (100 ml). The organic layer was washed twice using 100 ml of water, and dried using anhydrous sodium sulfate, then concentrated under vacuum. The resultant solid was solidified using n-hexane to obtain pale yellowish solid of 1-(4-methoxybenzyloxy)-3-nitrobenzene (2.85 g, 90%) finally.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09062066B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-779889f54f344b84b4183475117ea034 |
| Source note | uspto-grants-2015_06 |