HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 67175440, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Phenylboronic Acid | HCID 66827 | — |
| Reactant | Lithium Chloride | HCID 433294 | — |
| Reactant | HCID 86664776 | HCID 86664776 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | HCID 67175440 | HCID 67175440 | — |
Reaction Steps
2 M aqueous Na2CO3 solution (1.0 mL) is added to a flask charged with a stir bar, trifluoro-methanesulfonic acid 8-(2,3-dihydro-benzo[1,4]dioxine-6-carbonyl)-8-aza-bicyclo[3.2.1]oct-2-en-3-yl ester (0.40 g), phenylboronic acid (0.13 g), lithium chloride (87 mg), Pd(PPh3)4 (60 mg), water (2 mL), and 1,2-dimethoxyethane (10 mL) in argon atmosphere. The resulting mixture is stirred at reflux temperature for 4 h. After cooling to ambient temperature, brine is added and the mixture is extracted with ethyl acetate. The combined extracts are dried (Na2SO4) and the solvent is removed under reduced pressure. The residue is purified by chromatography on silica gel (cyclohexane/ethyl acetate 1:0→2:1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08609690B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-ac27a9e6500045b08fa1431e289c138e |
| Source note | uspto-grants-2013_12 |