Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Nitrogen | HCID 947 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | p-Diiodobenzene | HCID 12208 | — |
| Reactant | Glycine tert-butyl ester hydrochloride | HCID 2725036 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 57114858 | HCID 57114858 | — |
Reaction Steps
A solution of 1,4-diiodobenzene (33 g, 100 mmol) and tert-butyl 2-aminoacetate hydrochloride (25 g, 150 mmol) in DMF (100 mL) was purged with N2. Cut (19 g, 100 mmol) was added, followed by K2CO3 (35 g, 250 mmol). The reaction mixture was stirred overnight at 90° C. and allowed to cool to rt. The mixture was filtered through a pad of diatomaceous earth, and the filtrate was concentrated under reduced pressure. The residue obtained was purified by flash column chromatography on silica gel (EtOAc/petroleum ether (1:25 v/v)) to obtain compound 56a as a red oil. Mass Spectrum (LCMS, ESI pos.): Calcd. for C12H16INO2: 334.2 (M+H). Found 334.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09193736B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-a4fae1ed5e0146d78647d418b4763f0f |
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| Source note | uspto-grants-2015_11 |
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