HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → HCID 86630554, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | 2-(5-Bromo-2-fluorophenyl)-1,3-dioxolane | HCID 18455585 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Product | HCID 86630554 | HCID 86630554 | 87% |
Reaction Steps
To a −78° C. solution of 2-(5-bromo-2-fluoro-phenyl)-[1,3]dioxolane (1.024 g, 4.047 mmol) in THF (40 mL) was added 2.5 M n-BuLi (1.80 mL, 4.45 mmol). After 20 min, the reaction was quenched with DMF (1.60 mL). After stirring for 1 h, the mixture was diluted with DCM, washed with a satd. aq. NaHCO3, dried (MgSO4), and concentrated. Purification by FCC (EtOAc/hexanes) gave the desired product (406.5 mg, 87%) as a white solid. 1H NMR (acetone-d6): 10.05 (s, 1H), 8.17-8.09 (m, 1H), 8.06-7.97 (m, 1H), 7.43-7.33 (m, 1H), 6.10-6.04 (m, 1H), 4.19-4.11 (m, 2H), 4.08-4.00 (m, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07479493B2 |
| Source dataset | uspto-grants-2009_01 |
| ORD ID | ord-84bebb210d714b748a46c359b1682632 |
| Source note | uspto-grants-2009_01 |