HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethyl Sulfoxide → N-[alpha-(t-butoxycarbonyl) benzyloxy] phthalimide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethyl Sulfoxide | HCID 679 | — |
| Reactant | N-Hydroxyphthalimide | HCID 10665 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Tert-butyl 2-bromo-2-phenylacetate | HCID 11000147 | — |
| Solvent | Water | HCID 962 | — |
| Product | N-[alpha-(t-butoxycarbonyl) benzyloxy] phthalimide | HCID 20249493 | 78% |
Reaction Steps
(a)(i) A mixture of N-hydroxyphthalimide (24.5 g), anhydrous potassium carbonate (16.5 g), t-butyl α-bromophenylacetate (41 g) and dimethylsulphoxide (225 ml) was stirred for 18 hours and was then poured into water (1.2 liters). The precipitated solid was filtered off, washed well with water, dried, and crystallised from industrial methylated spirits to give N-[α-(t-butoxycarbonyl) benzyloxy] phthalimide (41 g, 78%); m.p. 120.6°-121.5°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04144393 |
| Source dataset | uspto-grants-1979_03 |
| ORD ID | ord-3d935ac20a864332b69ef0a12b4ac9f2 |
| Source note | uspto-grants-1979_03 |