Formation of a Renewable Amine and an Alcohol via Transformations of 3-Acetamido-5-acetylfuran
Why this work is in the frame
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Bibliographic record
Abstract
The reactivity of the renewable amide 3-acetamido-5-acetylfuran (3A5AF) was explored. Hydrolysis of the amido group to yield the amino-substituted furan, 2-acetyl-4-aminofuran ( 1 ), was achieved via NaOH catalysis. Reduction of the acetyl group could be achieved stoichiometrically using NaBH 4 or catalytically via transfer hydrogenation using an Ir catalyst. The product alcohol, 3-acetamido-5-(1-hydroxylethyl)furan ( 2 ), underwent dehydration during analysis via GC-MS to yield an alkene ( 3 ). The potential reactivity of 3A5AF and 1 toward carbon dioxide was studied, but no reaction was observed due to the inherent acidity of 3A5AF and 1 despite the latter being an amine. The computationally determined p K a values for 3A5AF and 1 are reported. Interestingly, in this work, tautomerism of 3A5AF was observed in CD 3 OD as evidenced by H–D exchange within the acetyl group.
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Full frame distilled prediction
Teacher imitationNot calibrated prevalence, not ground truth. Human validation pending. Learned from the 10,348 direct Codex labels and 10,348 direct Gemma labels. Candidate is the union of thresholded teacher heads; consensus is their intersection. These outputs are machine_predicted_unvalidated and are not human labels or direct frontier model labels.
Codex and Gemma teacher scores by category
| Category | Codex | Gemma |
|---|---|---|
| Metaresearch | 0.000 | 0.000 |
| Meta-epidemiology (narrow) | 0.000 | 0.000 |
| Meta-epidemiology (broad) | 0.000 | 0.000 |
| Bibliometrics | 0.000 | 0.000 |
| Science and technology studies | 0.000 | 0.000 |
| Scholarly communication | 0.000 | 0.001 |
| Open science | 0.000 | 0.000 |
| Research integrity | 0.000 | 0.000 |
| Insufficient payload (model declined to judge) | 0.000 | 0.000 |
Machine scores (provisional)
The two teacher heads of the student model, read on this work. A score orders the frame for review; it never asserts a category, and the validation status ships verbatim with every row.
Baseline scores from an immature model (maturity gate not passed, 7 training rounds). Scores rank; they never assert a category.
score_only:v0-immature-baseline · verbatim from the scoring run: score_only means the number may rank works, and no category label ships from it