HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 22061198, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 5-Hydroxy-2-nitrobenzaldehyde | HCID 39211 | — |
| Reactant | HCID 178418507 | HCID 178418507 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 22061198 | HCID 22061198 | 73% |
Reaction Steps
5-Hydroxy-2-nitrobenzaldehyde (6.0 g) is dissolved in dry tetrahydrofuran (90 ml), and thereto is added dropwise with stirring vinylmagnesium bromide (2.3 equivalents) under -78° C. The mixture is gradually warmed, and after the reaction is completed, to the reaction mixture is added 1N hydrochloric acid. The mixture is extracted with ethyl acetate, and the organic layer is separated, washed with a saturated sodium chloride solution, dried over sodium sulfate, and concentrated under reduced pressure. The residue is purified by silica gel column chromatography to give 1-(5'-hydroxy-2'-nitrophenyl)-2-propen-1-ol (5.09 g) as a yellow brown powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05837673 |
| Source dataset | uspto-grants-1998_11 |
| ORD ID | ord-e54f8f6d11554aee89e03fabc8574b96 |
| Source note | uspto-grants-1998_11 |