HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 66755610, compound → HCID 66756428, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 66755610 | HCID 66755610 | — |
| Catalyst | Acetonitrile palladium dichloride | HCID 11769946 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 66756428 | HCID 66756428 | 88% |
Reaction Steps
To a solution of dimethyl 4-allyl-5-(4-(methylsulfonyl)phenoxy)isophthalate (3.0 g, 8.814 mmol) in CH2Cl2 (25 mL) was added bis(acetonitrile-palladium(II) chloride (229 mg, 0.881 mmol). The mixture was refluxed under N2 for 14 hours. After removal of the solvent, the crude material was introduced into a silica gel column and eluted with EtOAc in hexanes (10/90 to 30/70) to afford the title compound (2.65 g, 88%) as a white solid. 1H NMR (300 MHz, CHLOROFORM-d) δ ppm 1.82 (dd, J=6.69, 1.79 Hz, 3 H) 3.04-3.18 (m, 3 H) 3.93 (d, 6 H) 6.00 (none, 1 H) 6.22 (dd, J=16.01, 6.78 Hz, 1 H) 6.62 (dd, J=16.01, 1.70 Hz, 1 H) 6.94-7.09 (m, 2 H) 7.77 (d, J=1.70 Hz, 1 H) 7.85-8.00 (m, 2 H) 8.28 (d, J=1.70 Hz, 1 H); LC-MS(ESI)+ m/z=405.00 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08119624B2 |
| Source dataset | uspto-grants-2012_02 |
| ORD ID | ord-75408cba25b145af9b8fcd46d4b4e26c |
| Source note | uspto-grants-2012_02 |