HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → 2-(3-Bromo-2-methoxyphenyl)ethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Lithium borohydride | HCID 4148881 | — |
| Reactant | Methyl 2-(3-bromo-2-methoxyphenyl)acetate | HCID 66643982 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-(3-Bromo-2-methoxyphenyl)ethanol | HCID 66644043 | — |
Reaction Steps
To a solution of methyl [3-bromo-2-(methyloxy)phenyl]acetate (8.20 g, 31.7 mmol) in 200 mL of dry THF under N2 at room temperature was added LiBH4 (32 mL, 63.32 mmol, 2M THF). After 1.5 hours, the reaction was warmed to reflux for 3 hours, and then cooled to room temperature. The solution was poured into EtOAc/1N HCl solution, and the layers were separated. The organic layer was washed with water, saturated Na2CO3 and brine, dried over anhydrous Na2SO4 and concentrated to give 2[3-bromo-2-(methyloxy)phenyl]ethanol
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09018211B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-56e72e545ba348bab4ba8ac4c31953a0 |
| Source note | uspto-grants-2015_04 |