Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 71295385 | HCID 71295385 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 71295622 | HCID 71295622 | — |
Reaction Steps
7-(tert-Butyl-dimethylsilanyloxy)-3,4-dihydro-1H-quinolin-2-one (830 mg) was suspended in DMF (13 ml), formaldehyde (4.3 ml) and triethylamine (0.083 ml) were added, and the mixture was stirred at 80° C. overnight. After cooling to room temperature, water was added, and the mixture was extracted with ethyl acetate, dried over sodium sulfate, and purified by moderate-pressure silica gel column chromatography (hexane:ethyl acetate=2:1) to give the title compound (36 mg) as white crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09260420B2 |
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| Source dataset | uspto-grants-2016_02 |
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| ORD ID | ord-afec9ab94ef842abb2f4d6f60bab1acb |
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| Source note | uspto-grants-2016_02 |
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