HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Methyl 2-[1-(3-chlorophenoxy)ethyl]benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 3-Chlorophenol | HCID 7933 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Methyl 2-(1-bromoethyl)benzoate | HCID 15870654 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 2-[1-(3-chlorophenoxy)ethyl]benzoate | HCID 18764887 | 88% |
Reaction Steps
A solution of 3-chlorophenol (8.2 g) in DMF (30 ml) was added dropwise to a stirred suspension of sodium hydride (1.3 g) in DMF (30 ml). An hour later, a solution of crude methyl 2-(1-bromoethyl)benzoate described above (12 g) in DMF was added with stirring. After stirring at room temperature for 2 hours, the resulting mixture was poured into water and extracted with ether. The ether extracts were washed successively with water (×2), aqueous sodium hydroxide (×2), and brine, then dried and concentrated to give methyl 2-[1-(3-chlorophenoxy)ethyl]-benzoate (14.84 g, 88% pure by GC), as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06653258B1 |
| Source dataset | uspto-grants-2003_11 |
| ORD ID | ord-0a674ce3f98a4427990fbd5944133618 |
| Source note | uspto-grants-2003_11 |