Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 19899900 | HCID 19899900 | — |
| Reactant | 7,7-Diphenylhexahydro-1H-isoindol-4(2H)-one hydrochloride | HCID 21264543 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86745649 | HCID 86745649 | 61.8% |
Reaction Steps
N,N'-Carbonyldiimidazole (1.13 g) is added to a solution of 2-(1,3-dithiin-5-yl)acetic acid (1.23 g) in dry dichloromethane (30 cc), cooled to +5° C. The mixture is stirred for 20 minutes at +5° C. and a solution of (3aRS,7aRS)-7,7-diphenyl-4-perhydroisoindolone hydrochloride (2.3 g) and triethylamine (0.98 cc) in dichloromethane (40 cc) is then added. The reaction mixture is stirred for 16 hours at 20° C. The reaction mixture is washed with distilled water (3×50 cc), dried over magnesium sulphate and filtered and the filtrate is concentrated to dryness under reduced pressure (2.7 kPa). The residue is crystallized from acetonitrile (80 cc). The crystals are drained, washed with isopropyl ether (10 cc) and dried. (3aRS,7aRS)-7,7-diphenyl-2-[2-(1,3-dithiin-5-yl)acetyl]-4-perhydroisoindolone (1.94 g) melting at 211° C. is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05102667 |
|---|
| Source dataset | uspto-grants-1992_04 |
|---|
| ORD ID | ord-7a12c3014a0d4ed183168b961dbc718d |
|---|
| Source note | uspto-grants-1992_04 |
|---|