HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chloroacetyl chloride → HCID 15524338, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chloroacetyl chloride | HCID 6577 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Aminoindole | HCID 583431 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 15524338 | HCID 15524338 | 74.1% |
Reaction Steps
To a suspension of 4-aminoindole (1.0 g, 7.57 mmol), triethylamine (1.07 mL, 7.57 mmol) in methylene chloride (50 mL) at 0° C., was added dropwise a solution of chloroacetyl chloride (0.615 mL, 7.57 mmol) in methylene chloride (5 mL). After 30 minutes, the solution was washed with water (2×100 mL) and dried over anhydrous magnesium sulfate. Purification by chromatography over silica gel (60 g, 40% ethyl acetate-hexane) and crystallization form hexane-ethyl acetate afforded the title compound as a white solid (1.17 g, 74.1%), mp 114-116° C.; MS EI m/e 208/210 (M+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06228880B1 |
| Source dataset | uspto-grants-2001_05 |
| ORD ID | ord-e29e1af6564d4a6b884a4219200dd0e5 |
| Source note | uspto-grants-2001_05 |