HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-(2-(Tert-butoxycarbonylamino)-5-methoxyphenyl]-2-butanone → 2-ethyl-5-methoxy-1H-indole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-(2-(Tert-butoxycarbonylamino)-5-methoxyphenyl]-2-butanone | HCID 10517825 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | 2-ethyl-5-methoxy-1H-indole | HCID 10702405 | 58% |
Reaction Steps
1-[2-(tert-Butoxycarbonylamino)-5-methoxyphenyl]-2-butanone (7.33 g, 0.025 mol) in 120 mL of CH2Cl2 and 20 mL of trifluoroacetic acid was stirred for 20 hours, washed with water, NaHCO3 solution and the product chromatographed on silica (eluted with 20% EtOAc/hexane) to give 2.54 g (58% yield) of 2-ethyl-5-methoxy-1H-indole as a white solid, mp 49-50° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05919943 |
| Source dataset | uspto-grants-1999_07 |
| ORD ID | ord-fa610833136940968d62b1dcfe585d68 |
| Source note | uspto-grants-1999_07 |