HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 1-(2-(3,3-Dimethylbutyl)-4-(trifluoromethyl)benzyl)urea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Potassium cyanate | HCID 11378442 | — |
| Reactant | (2-(3,3-Dimethylbutyl)-4-(trifluoromethyl)phenyl)methanamine | HCID 44235013 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 1-(2-(3,3-Dimethylbutyl)-4-(trifluoromethyl)benzyl)urea | HCID 44235257 | — |
Reaction Steps
A mixture of Example 1B (9.0 g, 35 mmol), potassium cyanate (4.2 g, 52 mmol), and glacial acetic acid (3.1 mL, 52 mmol) in THF (70 mL) and water (7 mL) was stirred at 60° C. for 2 hours, diluted with ethyl acetate, and sequentially washed with saturated aqueous NaHCO3 and brine. The organic layer was concentrated under reduced pressure to provide the title compound. 1H-NMR (DMSO-d6) δ 7.41 (m, 3H), 4.69 (brs, 1H), 4.45 (d, 2H), 4.37 (brs, 2H), 2.64 (ddd, 2H), 1.45 (ddd, 2H), 0.99 (s, 9H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08815930B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-6d09b19ee7a84003bd22767b2fa63768 |
| Source note | uspto-grants-2014_08 |