HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 11510255, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Ethylphenylboronic Acid (contains varying amounts of Anhydride) | HCID 4100862 | — |
| Reactant | HCID 58689902 | HCID 58689902 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 11510255 | HCID 11510255 | 72.4% |
Reaction Steps
A solution of benzoic acid N′-[2-(2-bromo-4-methyl-phenoxy)-acetyl]-N′-isopropyl-hydrazide (100 mg, 0.247 mmol) in DME (3 ml)/2M Na2CO3 (0.435 ml, 0.8645 mmol) was treated with 2-ethylphenylboronic acid (74 mg, 0.493 mmol), Pd[PPh3]4 (29 mg, 0.0247 mmol in a microwave oven at 150° C. for 10 min. The reaction mixture was partitioned between water and ethyl acetate. The organic layer was washed with brine, dried over sodium sulfate, filtered, and concentrated. The crude was absorbed on silica and purified on a silica gel column with a 20-40% ethyl acetate/hexanes gradient to afford the product as a white solid (77 mg, 72%). MS m/e 431.34 (M+H+)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07317125B2 |
| Source dataset | uspto-grants-2008_01 |
| ORD ID | ord-820d4c16eec14e72a5fe666a75ec6bb0 |
| Source note | uspto-grants-2008_01 |