HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrogen Bromide → 3,4-Dihydroxyphenyl-3-pyridyl ketone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrogen Bromide | HCID 260 | — |
| Reactant | Piconol | HCID 11474 | — |
| Reactant | 3-Bromopyridine | HCID 12286 | — |
| Reactant | (3,4-Dimethoxyphenyl)(pyridin-3-yl)methanol | HCID 13475606 | — |
| Reactant | 3,4-Dimethoxyphenyl-3-pyridyl ketone | HCID 53681602 | — |
| Product | 3,4-Dihydroxyphenyl-3-pyridyl ketone | HCID 136409716 | — |
Reaction Steps
3,4-Dimethoxyphenyl-3-pyridyl carbinol was obtained as an oil as described for the preceding 2-pyridyl carbinol of Example 40 except that 3-bromopyridine is used in place of 2-bromopyridine. This carbinol was converted to 3,4-dimethoxyphenyl-3-pyridyl ketone, mp 76°-78° C and reacted with hydrobromic acid to give 3,4-dihydroxyphenyl-3-pyridyl ketone, mp 182°-184° Crown ether formation as described in Example 40 gave 1-(2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16 hexaoxacyclooctadecin-18-yl)-1-(3-pyridyl)-methanone, mp 98°-100° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04024158 |
| Source dataset | uspto-grants-1977_05 |
| ORD ID | ord-ec1b823618ce4b1e9ba7f378fd7e3c43 |
| Source note | uspto-grants-1977_05 |