HuagongsheHuagongshe Chemistry Print Report · For research reference only
3,4,5,6-Tetrahydrophthalic anhydride → ((E)-3-oxo-4,5,6,7-tetrahydro-2-benzofuran-1(3H)-ylidene)acetic Acid Methyl Ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3,4,5,6-Tetrahydrophthalic anhydride | HCID 12475 | — |
| Reactant | Acetic acid, 2-(triphenylphosphoranylidene)-, methyl ester | HCID 17453 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | ((E)-3-oxo-4,5,6,7-tetrahydro-2-benzofuran-1(3H)-ylidene)acetic Acid Methyl Ester | HCID 66966450 | 46.4% |
Reaction Steps
A solution of 3,4,5,6-tetrahydrophthalic acid anhydride (3.04 g) and (triphenylphosphoranylidene)acetic acid methyl ester (6.69 g) in chloroform (50.0 mL) was refluxed for 3 hours. After cooling the reaction mixture to room temperature, it was concentrated. The residue was purified by column chromatography on silica gel (ethyl acetate:hexane=1:9→3:7) to give the title compound (1.93 g) having the following physical data.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07402580B2 |
| Source dataset | uspto-grants-2008_07 |
| ORD ID | ord-a5a242d57b4d4dc7b996d7f173fbccca |
| Source note | uspto-grants-2008_07 |