HuagongsheHuagongshe Chemistry Print Report · For research reference only
6-Chloronaphthalene-1,2-dione → Tert-butyl 4-{[(7-chloro-3,4-dioxo-3,4-dihydronaphthalen-1-yl)thio]methyl}-4-hydroxypiperidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 6-Chloronaphthalene-1,2-dione | HCID 20374038 | — |
| Reactant | Tert-butyl 4-hydroxy-4-(mercaptomethyl)piperidine-1-carboxylate | HCID 53438219 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | Tert-butyl 4-{[(7-chloro-3,4-dioxo-3,4-dihydronaphthalen-1-yl)thio]methyl}-4-hydroxypiperidine-1-carboxylate | HCID 67437890 | — |
Reaction Steps
tert-butyl 4-{[(7-chloro-3,4-dioxo-3,4-dihydronaphthalen-1-yl)thio]methyl}-4-hydroxypiperidine-1-carboxylate was synthesized using tert-butyl 4-hydroxy-4-(mercaptomethyl)piperidine-1-carboxylate, 6-chloronaphthalene-1,2-dione, acetonitrile as the solvent and conditions outlined in procedure F [step (i)]. The intermediate was purified by flash column chromatography (SiO2, 30% EtOAc in hexanes to 50% EtOAc in hexanes).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08039503B2 |
| Source dataset | uspto-grants-2011_10 |
| ORD ID | ord-a5dd7c7b3d8d4871abe94b34316ca11a |
| Source note | uspto-grants-2011_10 |