HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 3-(2-Aminoethyl)benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Tert-butyl [2-(3-cyanophenyl)ethyl]carbamate | HCID 86617889 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-(2-Aminoethyl)benzonitrile | HCID 11815928 | 71.7% |
Reaction Steps
tert-Butyl [2-(3-cyanophenyl)ethyl]carbamate (0.949 g, 3.853 mmol) was dissolved in DCM (5 mL) and TFA (4 mL) and stirred at rt for 2 h. The mixture was concentrated and redissolved in EtOAc. The mixture was washed with saturated aqueous K2CO3, dried over Na2SO4, filtered and evaporated affording the title compound (0.40 g, 71.7%). 1H NMR (500 MHz, CDCl3): δ 1.18 (bs, 2H), 2.79 (t, 2H), 3.00 (t, 2H), 7.39-7.47 (m, 2H), 7.50-7.53 (m, 2H); 13C NMR (125 MHz, CDCl3): δ 39.81, 43.42, 112.74, 119.17, 129.47, 130.24, 132.57, 133.66, 141.67.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07723333B2 |
| Source dataset | uspto-grants-2010_05 |
| ORD ID | ord-bca7ac4cc7284bf0bcc89c1bfa41f632 |
| Source note | uspto-grants-2010_05 |