Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | 3,5-dibenzyloxyaniline hydrochloride | HCID 12217316 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 11974449 | HCID 11974449 | — |
Reaction Steps
A mixture of 3,5-dibenzyloxyaniline hydrochloride (J. Org. Chem., 1975, 40, 1556; 10 g) and oxalyl chloride (15 ml) was heated to 170° C. for 3 hours. The mixture was cooled to ambient temperature, methanol (45 ml) was added and the mixture was heated to reflux for 1 hour. The mixture was cooled to ambient temperature and the precipitate was isolated, washed with methanol and dried under vacuum to give 4,6-dibenzyloxy-2,3-dioxoindoline (8.8 g); NMR Spectrum: (DMSOd6) 5.22 (s, 2H), 5.28 (s, 2H), 6.12 (s, 1H), 6.42 (s, 1H), 7.3–7.55 (m, 10H), 10.97 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07160891B2 |
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| Source dataset | uspto-grants-2007_01 |
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| ORD ID | ord-b20f8f5d1f5f47dcb9461757861face0 |
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| Source note | uspto-grants-2007_01 |
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