HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Bromo-4-isopropylbenzene → (5-Allyloxy-2-nitro-phenyl)-(4-isopropyl-phenyl)-methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Bromo-4-isopropylbenzene | HCID 11462 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Magnesium | HCID 5462224 | — |
| Reactant | 5-Allyloxy-2-nitrobenzaldehyde | HCID 59259081 | — |
| Reactant | HCID 178439193 | HCID 178439193 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (5-Allyloxy-2-nitro-phenyl)-(4-isopropyl-phenyl)-methanol | HCID 59259038 | — |
Reaction Steps
A solution of 4-isopropylphenylmagnesium bromide prepared from 2.35 g (96.5 mmol) magnesium and 18.15 g (96.5 mmol) 1-bromo-4-isopropylbenzene in 80 ml THF is added slowly at −78° C. to a solution of 20 g (96.5 mmol) 5-allyloxy-2-nitro-benzaldehyde in 200 ml THF. After allowing the reaction mixture to warm up to r.t. saturated aqueous ammonium chloride solution is added. Extraction with ethyl acetate followed by chromatographic purification on silica (hexane/ethyl acetate) yields (5-allyloxy-2-nitro-phenyl)-(4-isopropyl-phenyl)-methanol.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07696216B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-50a9984df7594d39a7dce40f88e73ac4 |
| Source note | uspto-grants-2010_04 |