HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane → 1-(3,5-Difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)cyclobutanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane | HCID 5017741 | — |
| Reactant | 1-(3,5-Difluorophenyl)cyclobutanol | HCID 70655171 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Product | 1-(3,5-Difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)cyclobutanol | HCID 70655110 | 100% |
Reaction Steps
Method 3 was followed using 2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (2.5 equiv.), butyllithium (2.4 equiv.) and 1-(3,5-difluorophenyl)cyclobutanol (1.0 equiv.) to give 1-(3,5-difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)cyclobutanol in 100% yield. 1H NMR (400 MHz, <cdcl3>) δ ppm 1.23-1.25 (m, 12H), 1.69-1.82 (m, 1H), 2.05-2.12 (m, 1H), 2.37 (br. s., 2H), 2.47 (br. s., 2H), 7.00 (d, J=8.80 Hz, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08987457B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-f3b71db0c2c446dfa19325bcf3ae4e5d |
| Source note | uspto-grants-2015_03 |