Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Water ethanol | HCID 19096565 | — |
| Reactant | HCID 19603840 | HCID 19603840 | — |
| Catalyst | Iron | HCID 23925 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 21478799 | HCID 21478799 | — |
Reaction Steps
A mixture of ammonium chloride (5.63 g), a water/ethanol mixed solvent (1:1 v/v, 240 ml ) and powdery iron (29.3 g) was heated under reflux for one hour and a Soxhlet extractor containing isopropyl 5-benzyloxy-2-nitrophenylacetate was set and refluxing was continued for a further 3 hours and then allowed to stand at room temperature overnight. Insolubles were filtered off with Celite and the solvent was distilled off under reduced pressure. The residue thus obtained was dissolved in ethyl ether, and the solution was washed with water, dried over magnesium sulfate and concentrated under reduced pressure. The oily substance thus obtained (18.9 g) was purified by a silica gel column chromatography (hexane:ethyl acetate=4:1) to give the title compound (10.8 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05684003 |
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| Source dataset | uspto-grants-1997_11 |
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| ORD ID | ord-1235d04ab90b40c59b380694378b3358 |
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| Source note | uspto-grants-1997_11 |
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