Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | HCID 12069561 | HCID 12069561 | — |
| Catalyst | Iron | HCID 23925 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 66653091 | HCID 66653091 | 96.2% |
Reaction Steps
1.93 g (34.46 mmol) of iron and 8.21 ml (143.57 mmol) of glacial acetic acid are added to 2.97 g (9.57 mmol) of (1-methoxy-2-methylindolizin-3-yl)(4-nitrophenyl)methanone in 120 ml of a 2/1 mixture of water and ethanol. The reaction medium is heated at 80° C. for 3 hours. The reaction medium is extracted with ethyl acetate. The organic phase is washed with a saturated aqueous solution of sodium hydrogen carbonate and then with a saturated aqueous solution of sodium chloride, dried over sodium sulphate, and then concentrated under reduced pressure. The residue obtained is purified by silica gel column chromatography, elution being carried out with a dichloromethane/methanol (90/10) mixture. 2.58 g of a yellow solid are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08859544B2 |
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| Source dataset | uspto-grants-2014_10 |
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| ORD ID | ord-63c774f7b8c044d1b4c34fc4e10c82cc |
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| Source note | uspto-grants-2014_10 |
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