HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetone → 1-(2-Bromophenyl)ethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetone | HCID 180 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | 2'-Bromoacetophenone | HCID 75060 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 1-(2-Bromophenyl)ethanol | HCID 95455 | 98% |
Reaction Steps
To the mixture of 2′-bromoacetophenone (3.9 g, 20 mmol) and methanol (50 ml), sodium borohydride (600 mg, 16 mmol) was added at 0° C. (an outer temperature), and the obtained reaction mixture was stirred at the same temperature for 30 minutes. Acetone was added to the reaction mixture at the same temperature, followed by the addition of water and ethyl acetate at the same temperature. The organic layer was separated and washed with saturated saline. The solvents were evaporated under reduced pressure from the organic layer, and then the obtained residue was filtered with NH-silica gel (heptane:ethyl acetate=1:1), thereby obtaining the entitled compound (3.9 g, 98%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08273885B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-07cde34551c14b47b5d2bfe13d73571a |
| Source note | uspto-grants-2012_09 |