HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → Methyl1-[4-(chloroacetyl)phenyl]cyclopropanecarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Chloroacetyl chloride | HCID 6577 | — |
| Reactant | Aluminum(III) Chloride | HCID 6451240 | — |
| Reactant | Methyl 1-phenylcyclopropane-1-carboxylate | HCID 12861006 | — |
| Solvent | Carbon Disulfide | HCID 6348 | — |
| Product | Methyl1-[4-(chloroacetyl)phenyl]cyclopropanecarboxylate | HCID 86602275 | — |
Reaction Steps
Aluminium trichloride (7.9 g, 60.0 mmol) was added in portions to a mixture of methyl 1-phenylcyclopropanecarboxylate (3.5 g, 20.0 mmol) and chloroacetyl chloride (2.0 mL, 26.0 mmol) in carbon disulfide (40.0 mL) at 15-25° C. The reaction mixture was stirred for 2 hours at room temperature. Then the mixture was poured into concentrated HCl (10.0 mL) in ice (100 g). The resulting mixture was extracted with diethyl ether several times. The combined organic phase was washed with brine, then dried and concentrated. The crude product was purified by CombiFlash using hexane/ethyl acetate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07776874B2 |
| Source dataset | uspto-grants-2010_08 |
| ORD ID | ord-51b58c56d52f4540919f1755af9bf14f |
| Source note | uspto-grants-2010_08 |