HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → HCID 59147628, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | 1-Naphthaleneboronic acid | HCID 254532 | — |
| Reactant | HCID 10935209 | HCID 10935209 | — |
| Catalyst | 2-(Dicyclohexylphosphino)biphenyl | HCID 2734216 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59147628 | HCID 59147628 | 120.9% |
Reaction Steps
Naphthalen-1-ylboronic acid (5.30 g, 30.8 mmol), 6-hydroxynaphthalen-2-yl trifluoromethanesulfonate (7.5 g, 25.7 mmol), potassium phosphate (10.90 g, 51.3 mmol) were mixed in 200 mL of THF and 20 mL of water and bubbled with nitrogen for 20 minutes. Pd2(dba)3 (0.235 g, 0.257 mmol) and [1,1′-biphenyl]-2-yldicyclohexylphosphine (0.180 g, 0.513 mmol) were added to the reaction mixture. The reaction was refluxed overnight. After cooling, the reaction mixture was extracted with ethyl acetate and washed with brine. The organic layer was separated and dried over MgSO4. The residue was purified by column using 1:2 hexanes:DCM (v/v) to give [1,2′-binaphthalen]-6′-ol (8.4 g, 95% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09118017B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-ed2c7dd7836d429d8ee043fc2a9d7518 |
| Source note | uspto-grants-2015_08 |