HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trichloroacetonitrile → 4-(2-Oxotetrahydrofuran-3-ylthio)benzyl 2,2,2-trichloroacetimidate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trichloroacetonitrile | HCID 11011 | — |
| Reactant | 3-(4-(hydroxymethyl)phenylthio)dihydrofuran-2(3H)-one | HCID 69071899 | — |
| Catalyst | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Product | 4-(2-Oxotetrahydrofuran-3-ylthio)benzyl 2,2,2-trichloroacetimidate | HCID 69071570 | 96.4% |
Reaction Steps
1,8-Diazabicyclo[5.4.0]undec-7-ene (34 mg, 0.22 mmol) was added to a 0° C. solution of 3-(4-(hydroxymethyl)phenylthio)dihydrofuran-2(3H)-one (1.0 g, 4.5 mmol) and 2,2,2-trichloroacetonitrile (3.2 g, 22 mmol). The reaction was stirred for 1 hour, then directly chromatographed (3:7 ethyl acetate/hexanes) to provide the product as a viscous oil (1.6 g, 31%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07553842B2 |
| Source dataset | uspto-grants-2009_06 |
| ORD ID | ord-802621ec99194a548b093093be445acf |
| Source note | uspto-grants-2009_06 |