HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phthalimide → HCID 90132490, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phthalimide | HCID 6809 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl diazene-1,2-dicarboxylate | HCID 75555 | — |
| Reactant | tert-Butyl [2-(4-chlorophenyl)-2-hydroxyethyl]carbamate | HCID 16244249 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 90132490 | HCID 90132490 | — |
Reaction Steps
At RT, 2.61 g of rac-tert-butyl [2-(4-chlorophenyl)-2-hydroxyethyl]carbamate (Example 45A, 9.62 mmol), 1.42 g of phthalimide (9.62 mmol) and 3.78 g of triphenylphosphine (14.43 mmol) were initially charged in abs. THF. 4.03 g (14.43 mmol) of diisopropyl azodicarboxylate were then added dropwise, and the mixture was stirred at RT for 30 min. The reaction mixture was concentrated and purified by silica gel chromatography (mobile phase: cyclohexane:ethyl acetate 10:1). This gave 2.92 g of the title compound (55% of theory, purity about 73%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09126998B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-319b67f53b8845b88fbaeb06480d11b9 |
| Source note | uspto-grants-2015_09 |