HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → (4-(2-Chloroethoxy)phenyl)(3-fluoro-4-hydroxyphenyl)methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | (4-(2-Chloroethoxy)phenyl)(3-fluoro-4-methoxyphenyl)methanone | HCID 89656203 | — |
| Solvent | Hydrogen Bromide | HCID 260 | — |
| Product | (4-(2-Chloroethoxy)phenyl)(3-fluoro-4-hydroxyphenyl)methanone | HCID 89656051 | 51% |
Reaction Steps
(4-(2-Chloroethoxy)phenyl)(3-fluoro-4-methoxyphenyl)methanone from the previous step in 20 mL 40% HBr was refluxed for 1 h., neutralized with solid Na2CO3 at 0° C., and extracted with EtOAc. The extract was washed with brine, dried, concentrated, and purified by column chromatography (eluent: petroleum ether/EtOAc=5/1 to 2/1) over silica gel to give the subtitle compound (731 mg, 51% yield for 3 steps) as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09309211B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-199cf749595d45de957133c948a279da |
| Source note | uspto-grants-2016_04 |