HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 3-(4-t-butylphenyl)-N-(4-methanesulfonylamino-3-vinylbenzyl)acryl Amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Diethyl cyanophosphonate | HCID 76257 | — |
| Reactant | 4-Tert-butylcinnamic acid | HCID 724838 | — |
| Reactant | N-(4-aminomethyl-2-vinylphenyl)methanesulfonamide | HCID 57665523 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-(4-t-butylphenyl)-N-(4-methanesulfonylamino-3-vinylbenzyl)acryl Amide | HCID 68453613 | 51% |
Reaction Steps
A dried 25 ml two-neck round bottom flask was filled with argon gas and the solution of N-(4-aminomethyl-2-vinyl-phenyl)-methanesulfonamide (51 mg, 0.23 mmol) and 3-(4-t-butyl-phenyl)-acrylic acid (1.2 eq, 0.27 mmol, 55.26 mg) in DMF was put into the flask. To the solution were added triethylamine (2 eq, 0.46 mmol, 64.12 mg) and diethylcyanophosphonate (1.2 eq, 0.27 mmol, 41.88 μl) and stirred for 12 hours. After confirming the completion of the reaction with TLC, the reaction solution was extracted with methylenechloride, washed with water and brine, dried over Na2SO4, filtered and concentrated under reduced pressure. The obtained liquid was column-chromatographed (n-hexane/ethyl acetate=1/1) to yield a white solid (48.4 mg, 43.37%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07763657B2 |
| Source dataset | uspto-grants-2010_07 |
| ORD ID | ord-a33724fc04d84833b7154840d018cfe6 |
| Source note | uspto-grants-2010_07 |