HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 58696299, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Sulfur trioxide-pyridine | HCID 168533 | — |
| Reactant | HCID 58696361 | HCID 58696361 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 58696299 | HCID 58696299 | 79.3% |
Reaction Steps
tert-Butyl[1-(3,4-dichlorophenyl)-1-hydroxymethyl-3-butenyl]methylcarbamate (45 g) was dissolved in anhydrous dimethyl sulfoxide (320 mL), and triethylamine (87 mL) was added thereto. Under cooling with ice, sulfur trioxide-pyridine (31.7 g) was added, and the resultant mixture was stirred for 1 hour at room temperature. Ice-water (650 mL) was added to the reaction mixture, followed by extraction with ethyl acetate (500 mL). The organic layer was washed with saturated brine, dried over sodium sulfate anhydrate, and concentrated under reduced pressure. The residue was purified through silica gel column chromatography (n-hexane:ethyl acetate=10:1), to thereby give the title compound (35.5 g, 77%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07276511B2 |
| Source dataset | uspto-grants-2007_10 |
| ORD ID | ord-5d1997c05fc44f6b8bd2722cda3cba30 |
| Source note | uspto-grants-2007_10 |