Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 4-Bromoaniline | HCID 7807 | — |
| Reactant | Ethyl orthoformate | HCID 31214 | — |
| Reactant | Ethyl 3-oxohexanoate | HCID 238498 | — |
| Product | HCID 178450480 | HCID 178450480 | 32% |
Reaction Steps
A stirred mixture of ethyl 3-oxohexanoate (12.1 mL, 75 mmol), triethyl orthoformate (16.6 mL, 100 mmol), and 4-bromoaniline (12.9 g, 75 mmol) were heated at 120° C. for 4 h with a Dean Stark trap. After this time the reaction was cooled to room temperature. The resultant solid was triturated with diethyl ether to afford the desired product (8.17 g, 32%) as a white solid. ESI MS m/z 340 [C15H18BrNO3+H]+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09120749B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-6f75e90dcfd84b92826dfc589e0453ff |
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| Source note | uspto-grants-2015_09 |
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