HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phosphorus tribromide → 1-(Bromomethyl)-2-chloro-3-methoxy-4-nitrobenzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phosphorus tribromide | HCID 24614 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | (2-Chloro-3-methoxy-4-nitrophenyl)methanol | HCID 67812311 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-(Bromomethyl)-2-chloro-3-methoxy-4-nitrobenzene | HCID 67812596 | 126.8% |
Reaction Steps
To a solution of (2-Chloro-3-methoxy-4-nitrophenyl)methanol (Compound 54H, 1.1 g, 5.06 mmol) in dichloromethane (10 mL) at 0° C. was added phosphorous tribromide (684 mg, 2.53 mmol). After the addition was over, the reaction mixture was allowed to stir at RT overnight. The reaction mixture was neutralized with NaHCO3, extracted with ethyl acetate (30 mL) and the solvent was removed under reduced pressure to get the compound 900 mg (64%). 1H NMR (300 MHz, CDCl3) δ 7.72 (d, J=8.4 Hz, 1H), 7.34 (d, J=8.4 Hz, 1H), 4.58 (s, 2H), 4.04 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09133224B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-5171dfb724984c1bafc12647e5e0f02e |
| Source note | uspto-grants-2015_09 |