HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 60155357, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Trifluoromethanesulfonic anhydride | HCID 67749 | — |
| Reactant | HCID 58415206 | HCID 58415206 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 60155357 | HCID 60155357 | 110.6% |
Reaction Steps
To a solution of compound (8) (3.69 g, 14.9 mmol) and triethylamine (4.13 mL, 29.7 mmol) in dry dichloromethane, (CF3SO2)2O (2.93 mL, 17.8 mmol) was added dropwise at 0° C. After completion of the dropwise addition, the mixture was stirred at room temperature for 12 hours. The organic layer was washed sequentially with a 1M aqueous solution (90 mL) of hydrochloric acid, a 1M aqueous solution of sodium hydroxide (90 mL), and saline (90 mL), and dried (over sodium sulfate). The solvent was then distilled off. The obtained residue was subjected to silica gel column chromatography and elution with an n-hexane/ethyl acetate (10:1) solution to give 5.44 g (96%) of compound (18) of interest as clear yellow liquid matter.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09221786B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-3ad06f5ca111419890ae0a8170cea48d |
| Source note | uspto-grants-2015_12 |