HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → 2-((Propan-2-yl)amino)benzaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone | HCID 6775 | — |
| Reactant | [2-(Propan-2-ylamino)phenyl]methanol | HCID 10797123 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 2-((Propan-2-yl)amino)benzaldehyde | HCID 11041035 | 80.1% |
Reaction Steps
To a solution of 9.6 g of 2-isopropylaminobenzyl alcohol in 200 ml of dioxane was added 13.2 g of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) in several portions, followed by stirring for an hour. The solvent was evaporated, the reaction solution was concentrated, and methylene chloride was added thereto, followed by filtration. The filtrate was concentrated, and the resulting oily substance was purified by silica gel column chromatography (n-hexane:ethyl acetate=5:1) to give 7.6 g of 2-isopropylaminobenzaldehyde.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05733917 |
| Source dataset | uspto-grants-1998_03 |
| ORD ID | ord-8547a040ad9a425c98f22d4b4c6c403c |
| Source note | uspto-grants-1998_03 |