HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → 2-(5-Bromo-2-methoxyphenyl)propan-2-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Methyl 5-bromo-2-methoxybenzoate | HCID 13297188 | — |
| Reactant | HCID 178418573 | HCID 178418573 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-(5-Bromo-2-methoxyphenyl)propan-2-ol | HCID 21948878 | — |
Reaction Steps
62 ml of a 3 M methylmagnesium bromide solution in tetrahydrofuran is added in drops within one hour at 0° C. into 18.6 g of 5-bromo-2-methoxybenzoic acid methyl ester and 180 ml of diethyl ether. After 16 hours at room temperature and while being cooled with ice, it is mixed with saturated ammonium chloride solution and ethyl acetate. The ethyl acetate phase is washed with water, dried (Na2SO4) and concentrated by evaporation. After bulb tube distillation (boiling point: 140° C./0.04 hPa), 16.7 g of crystalline 1-(5-bromo-2-methoxyphenyl)-1-methylethanol is obtained. Flash point: 66–68° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07109212B2 |
| Source dataset | uspto-grants-2006_09 |
| ORD ID | ord-83c761ee75774f00afa57e474e5f50e1 |
| Source note | uspto-grants-2006_09 |