Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Trimethylbenzylammonium Dichloroiodate | HCID 56924451 | — |
| Reactant | HCID 69930617 | HCID 69930617 | — |
| Catalyst | Zincchloride | HCID 3007855 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 67324468 | HCID 67324468 | — |
Reaction Steps
Zinc chloride (2.49 g, 18.3 mmol) and benzyltrimethylammonium dichloroiodate (4.25 g, 12.2 mmol) were added to a suspension of tert-butyl 1,3a,4,9b-tetrahydrochromeno[3,4-b]pyrrole-3(2H)-carboxylate (2.8 g, 10.2 mmol) in acetic acid (30 mL). The reaction mixture was stirred at 50° C. for 16 h, cooled to r.t. and DCM (60 mL) was added followed by H2O (60 mL). The layers were separated. The organic layer was washed with H2O (2×) and saturated NaHSO3 (15 mL), and the solvent was evaporated to afford 8-iodo-1,3a,4,9b-tetrahydrochromeno[3,4-b]pyrrole, which was taken directly in the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09115147B2 |
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| Source dataset | uspto-grants-2015_08 |
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| ORD ID | ord-1c10ceaeee5348f68d6bde682f4a35f5 |
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| Source note | uspto-grants-2015_08 |
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