HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → trans-2-(4-Hydroxycyclohexyl)-isoindole-1,3-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Phthalic Anhydride | HCID 6811 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | (1s,4s)-4-Aminocyclohexan-1-ol hydrochloride | HCID 522619 | — |
| Solvent | Water | HCID 962 | — |
| Product | trans-2-(4-Hydroxycyclohexyl)-isoindole-1,3-dione | HCID 288726 | — |
Reaction Steps
75.5 g (0.5 Mol) of 4-aminocyclohexanolhydrochloride and 74.0 g (0.5 Mol) of phthalic acid anhydride are mixed with 65 g (0.5 Mol) of ethyl-diisopropyl-amine and 1000 ml of toluene and boiled for 36 hours with a water separator. Then water is added, the toluene phase is separated off and the aqueous phase is extracted several times with chloroform. The organic phases are combined, dried and concentrated. The concentration residue is recrystallised from isopropanol.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04731374 |
| Source dataset | uspto-grants-1988_03 |
| ORD ID | ord-dc1b9f2c2d714ce2b6be12f9d0a79744 |
| Source note | uspto-grants-1988_03 |