HuagongsheHuagongshe Chemistry Print Report · For research reference only
D-Psicose → (4-Amino-3-methoxyphenyl)(aziridin-1-yl)methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | D-Psicose | HCID 441036 | — |
| Reactant | Aziridin-1-yl(3-methoxy-4-nitrophenyl)methanone | HCID 86726450 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (4-Amino-3-methoxyphenyl)(aziridin-1-yl)methanone | HCID 86726451 | 33% |
Reaction Steps
To a solution of aziridin-1-yl(3-methoxy-4-nitrophenyl)methanone (1 equiv) in MeOH (0.24 M) was added 10% palladium on carbon (25% by weight). The reaction mixture was stirred at 50° C. under hydrogen atmosphere (50 Psi) overnight then filtered through celite. The filtrate was concentrated and the residue was purified by silica gel chromatography (50% ethyl acetate in petroleum ether) to afford the title compound (33% yield) as a yellow solid. MS (ESI) m/z 193.1 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09428509B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-0a28f0eb603d4f218ec43f6a118927e3 |
| Source note | uspto-grants-2016_08 |