Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Nitroethane | HCID 6587 | — |
| Reactant | Ammonium Acetate | HCID 517165 | — |
| Reactant | HCID 10013517 | HCID 10013517 | — |
| Product | HCID 69662484 | HCID 69662484 | 85% |
Reaction Steps
A mixture of 3-methyl-3,7,8,9-tetrahydro-pyrano[3,2-e]indole-1-carboxaldehyde (1.02 g, 4.74 mmol) and ammonium acetate (0.30 g, 3.90 mmol) in 12 ml of nitroethane was heated at 100° C. for 3 h, stirred at room temperature for 18 h, mixed with water (50 ml) and extracted with EtOAc (3×50 ml). The combined extracts were dried (MgSO4), filtered and evaporated to dryness. Crystallization of the residue from a mixture of dichloromethane and hexane gave an orange solid (1.10 g, 85%): mp 200-202° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07012090B1 |
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| Source dataset | uspto-grants-2006_03 |
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| ORD ID | ord-1461c142e98a442786427776ff7fc778 |
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| Source note | uspto-grants-2006_03 |
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