HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 1-(4-Chlorophenyl)-2-(2,4-dichlorophenyl)ethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 2,4-Dichlorobenzyl chloride | HCID 7212 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | Lithium Hexamethyldisilazide | HCID 2733832 | — |
| Reactant | HCID 10776410 | HCID 10776410 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-(4-Chlorophenyl)-2-(2,4-dichlorophenyl)ethanone | HCID 587269 | — |
Reaction Steps
32 g of LiHMDS are placed in 245 ml of THF at 0° C., and 40 g of (4-chlorophenyl) ((trimethylsilyl)oxy)acetonitrile are added slowly at −78° C., followed by 32.64 g of 2,4-dichloro-1-(chloromethyl)benzene. The temperature is allowed to return to AT overnight, and the reaction is then hydrolyzed with 170 ml of a 3N HCl solution, with gases being trapped in a solution of KOH (4N). After separation by settling out, the organic phase is evaporated, then taken up in DCM and agitated for 1 hour with 170 ml of NaOH (2N). The DCM is evaporated off and the expected compound is then crystallized from pentane. 38.6 g are obtained, Mp=119° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07345059B2 |
| Source dataset | uspto-grants-2008_03 |
| ORD ID | ord-bdced96221254e0ab572be46a89cd471 |
| Source note | uspto-grants-2008_03 |