HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phthalic Anhydride → (+/-) cis-1-Hydroxymethyl-2-phthalimidocyclopentane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phthalic Anhydride | HCID 6811 | — |
| Reactant | rac-((1R,2S)-2-aminocyclopentyl)methanol | HCID 53952592 | — |
| Solvent | O-Xylene | HCID 7237 | — |
| Product | (+/-) cis-1-Hydroxymethyl-2-phthalimidocyclopentane | HCID 54209124 | 79.9% |
Reaction Steps
A mixture of (±) cis 1-amino-2-hydroxymethylcyclopentane (0.59 g, 5.1 mmol) and phthalic anhydride (0.76 g, 5.1 mmol) in xylene (40 ml) was heated under argon at reflux using a condenser fitted with a Dean and Stark trap. After 1.5 h the reaction was concentrated in vacuo and the residue was purified by column chromatography on silica gel eluting with diethyl ether to give the title compound as a pale yellow oil (1.0 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05817698 |
| Source dataset | uspto-grants-1998_10 |
| ORD ID | ord-ebc97c03a7db465085664fb0ed39915c |
| Source note | uspto-grants-1998_10 |