HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 68568445, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 1,3-Dichlorobenzene | HCID 10943 | — |
| Reactant | 5-Chloro-2-nitrobenzaldehyde | HCID 81123 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | HCID 68568445 | HCID 68568445 | 44.5% |
Reaction Steps
To 16.75 g of 1,3-dichlorobenzene dissolved in 250 ml of THF are added dropwise, at −70° C., 68 ml of a 1.6M solution in hexane of n-butyllithium. After one hour at −70° C., 10 g of 5-chloro-2-nitrobenzaldehyde dissolved in THF are introduced and the mixture is left for 3 hours at this temperature. The resulting mixture is hydrolysed by addition of 5 ml of acetic acid and is allowed to warm to room temperature. The resulting mixture is concentrated and the residue is chromatographed on a column of silica gel, eluting with a 90/10 (v/v) cyclohexane/ethyl acetate mixture to give 7.975 g of the expected product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07396958B2 |
| Source dataset | uspto-grants-2008_07 |
| ORD ID | ord-30ac8eb515234d6e9040a57f9b59ddde |
| Source note | uspto-grants-2008_07 |