HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → (3E)-6-methoxy-3-[(4-nitrophenyl)methoxyimino]-1,2-dihydroinden-5-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 6-hydroxy-5-methoxy-2,3-dihydro-1H-inden-1-one | HCID 233148 | — |
| Reactant | (4-Nitrobenzyl)hydroxylamine hydrochloride | HCID 86662371 | — |
| Reactant | (E)-6,7-dimethoxy-N-[(4-nitrophenyl)methoxy]-3,4-dihydro-2H-naphthalen-1-imine | HCID 87138450 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | (3E)-6-methoxy-3-[(4-nitrophenyl)methoxyimino]-1,2-dihydroinden-5-ol | HCID 87138616 | 48% |
Reaction Steps
6-Hydroxy-5-methoxy-1-indanone (114 mg, 0.64 mmol) was subjected to reaction with (4-nitrobenzyl)hydroxylamine hydrochloride (149 mg, 0.73 mmol) in ethanol (5 mL) and pyridine (0.6 mL, 7.74 mmol) under the same conditions as described for (E)-6,7-dimethoxy-3,4-dihydronaphthalen-1(2H)-one O-4-nitrobenzyl oxime. The solid obtained on work up was recrystallized (isopropanol) to yield the title compound (101 mg, 48%) as off-white crystals, m.p. 146-149° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08536157B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-07df91bd6c934ce29726f4ddea1a72e3 |
| Source note | uspto-grants-2013_09 |