HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hexane → HCID 11504338, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hexane | HCID 8058 | — |
| Reactant | Lithium Hexamethyldisilazide | HCID 2733832 | — |
| Reactant | HCID 68819438 | HCID 68819438 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 11504338 | HCID 11504338 | 67.3% |
Reaction Steps
The objective compound was prepared by the same procedure for the example 1, using a 2-[2-(4-benzyloxy-3-bromo-phenyl)-propionylamino]-4,6-dichloro-benzoic acid methyl ester (0.80 g, 1.50 mmol) and LiHMDS (3.20 mmol, 1M THF solution). After normal workup, the objective compound (0.51 g, 67%) was obtained as white solid by a flash column chromatography (n-hexane:EtOAc=5:1): 1H NMR (200 MHz, CDCl3) δ 1.71 (s, 3H, CH3), 5.09 (s, 2H, CH2Ph), 6.78 (d, J=2.0 Hz, 1H, ArH), 6.85 (d, J=9.0 Hz, 1H, ArH), 7.04 (dd, J=8.6, 2.4 Hz, 1H, ArH), 7.11 (d, J=2.4 Hz, 1H, ArH), 7.33-7.43 (m, 5H, ArH); m.p. 189-190° C.; MS(EI) m/e 503 [M+], 91; HRMS m/e cacld. for C23H16NO3Br1Cl2 502.9691, found 502.9696.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07592457B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-2aabdd7792b64c358b9c212554a53558 |
| Source note | uspto-grants-2009_09 |