HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-Hydroxyphthalimide → HCID 22408674, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-Hydroxyphthalimide | HCID 10665 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | tert-Butyl [(3-hydroxycyclobutyl)methyl]carbamate | HCID 22408693 | — |
| Solvent | Ethyl acetate hexane | HCID 21226206 | — |
| Product | HCID 22408674 | HCID 22408674 | — |
Reaction Steps
Analogously to Example 1 b, but using ethyl acetate/hexane mixtures (1:3 and 1:1) in the flash chromatography, starting from 15.24 g (0.0757 mol) of 3-(N-BOC-aminomethyl)-cyclobutanol, 12.35 g (0.0757 mol) of N-hydroxyphthalimide, 19.85 g (0.0757 mol) of triphenylphosphine and 13.3 ml (0.0795 mol) of diethyl azodicarboxylate (93%), the title compound, which melts at 161°-162° C. after recrystallization from ethyl acetate, is obtained. Evaporation of the mother liquor and recrystallization of the residue from ethyl acetate/hexane gives a further batch of the title compound, m.p. 145°-150° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05516806 |
| Source dataset | uspto-grants-1996_05 |
| ORD ID | ord-05a918a5a12f4cc5ac61fafce0369e1e |
| Source note | uspto-grants-1996_05 |