HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-Hydroxyphthalimide → tert-butyl 3-[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)oxy]piperidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-Hydroxyphthalimide | HCID 10665 | — |
| Reactant | 1-Boc-3-hydroxypiperidine | HCID 545699 | — |
| Product | tert-butyl 3-[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)oxy]piperidine-1-carboxylate | HCID 68981003 | 57% |
Reaction Steps
Reaction of tert-butyl 3-hydroxypiperidine-1-carboxylate with N-hydroxyphthalimide following the procedure described for the preparation of Reference Example 9 gave tert-butyl 3-[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)oxy]piperidine-1-carboxylate (2.3 g, 57%) as a yellow oil: 1H NMR (500 MHz, CDCl3) δ 1.42 (9H, s), 1.47-1.58 (1H, m), 1.74-1.76 (1H, m), 1.90-1.92 (1H, m), 2.08-2.11 (1H, m), 3.04-3.40 (2H, m), 3.66-3.68 (1H, m), 3.70-4.14 (1H, m) 4.24-4.27 (1H, m), 7.74-7.76 (2H, m), 7.82-7.86 (2H, m).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07608627B2 |
| Source dataset | uspto-grants-2009_10 |
| ORD ID | ord-ebd65854978e452aa8cfcbc4e434de6d |
| Source note | uspto-grants-2009_10 |