HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 57672257, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (4,4-Difluorocyclohexyl)methanamine | HCID 15604494 | — |
| Reactant | Methyl 4-bromo-2-(bromomethyl)-6-chlorobenzoate | HCID 59512234 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 57672257 | HCID 57672257 | 62.1% |
Reaction Steps
4-Bromo-2-bromomethyl-6-chlorobenzoic acid methyl ester (3.5 g, 9.35 mmol), (4,4-difluorocyclohexyl)methylamine (1.7 g, 11.39 mmol) and K2CO3 (3.15 g, 22.78 mmol) were stirred in toluene (10 mL) at 95° C. for 12 hours. The reaction was partitioned between ethyl acetate and water and the organic layer was washed with brine and dried over anhydrous Na2—SO4. The solvent was removed under reduced pressure and the product was purified by column chromatography (10-25% EtOAc/Hexanes) to afford the title compound as a yellow foam (2.2 g, 45%), 1H NMR (300 MHz, CDCl3): 7.58 (s, 1H), 7.50 (s, 1H), 4.36 (s, 2H), 3.48 (d, 2H), 2.10-2.14 (m, 2H), 1.64-1.82 (m, 5H), 1.35-1.447 (m, 2H)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07868008B2 |
| Source dataset | uspto-grants-2011_01 |
| ORD ID | ord-0f01a18d2971497cb8d08f6f3d31908a |
| Source note | uspto-grants-2011_01 |