HuagongsheHuagongshe Chemistry Print Report · For research reference only
Anisole → HCID 11572107, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Anisole | HCID 7519 | — |
| Reactant | Triethylsilane | HCID 12052 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 11572107 | HCID 11572107 | 54% |
Reaction Steps
The reaction was conducted according to the General Procedure by heating anisole (54 mg, 0.5 mmol, 1 equiv.), KOt-Bu (11 mg, 0.1 mmol, 0.2 equiv) and Et3SiH (239 microliters, 1.5 mmol, 3 equiv.) in 1 mL of tetrahydrofuran for 65 hours at 65° C. After aqueous work up, the crude reaction mixture was purified by chromatography on silica using hexanes (isochratic) to obtain 59 mg (54%) of the title compound as a colourless oil. 1H NMR (500 MHz, THF-d8) δ 7.40-7.17 (m, 2H), 7.01-6.81 (m, 2H), 3.77 (s, 3H), 1.02-0.85 (m, 9H), 0.87-0.74 (m, 6H). 13C NMR (126 MHz, THF-d8) δ 164.58, 135.52, 130.42, 123.92, 120.08, 109.23, 54.09, 6.93, 3.22.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09309269B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-0b4f0b322ac84edd828131f29e1f0b21 |
| Source note | uspto-grants-2016_04 |