HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenol → 4-[(2-{[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]oxy}ethyl)(2,2,2-trifluoroethyl)amino]-2-(trifluoromethyl)benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenol | HCID 2734624 | — |
| Reactant | 4-[(2-Hydroxyethyl)(2,2,2-trifluoroethyl)amino]-2-(trifluoromethyl)benzonitrile | HCID 86623731 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | 4-[(2-{[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]oxy}ethyl)(2,2,2-trifluoroethyl)amino]-2-(trifluoromethyl)benzonitrile | HCID 86623735 | — |
Reaction Steps
Synthesized as described in Example 27B from 4-[(2-hydroxyethyl)(2,2,2-trifluoroethyl)amino]-2-(trifluoromethyl)benzonitrile (Example 15B) and 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol, using dry DME as the reaction solvent: 1H NMR (400 MHz, CDCl3) δ 7.74 (m, 2H; AA′XX′), 7.67 (d, J=8.9 Hz, 1H), 7.16 (d, J=2.7 Hz, 1H), 6.99 (dd, J=8.9, 2.7 Hz, 1H), 6.84 (m, 2H; AA′XX′), 4.24 (t, J=5.2 Hz, 2H; partially overlapping 4.20), 4.20 (q, J=8.5 Hz, 2H; partially overlapping 4.24), 4.00 (t, J=5.1 Hz, 2H), 1.33 (s, 12H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07834063B2 |
| Source dataset | uspto-grants-2010_11 |
| ORD ID | ord-f6b02dbf5aa24c72ab02a3004c9bbdb3 |
| Source note | uspto-grants-2010_11 |