Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | 3-Methyl-2-furoic acid | HCID 78127 | — |
| Product | HCID 59648590 | HCID 59648590 | — |
Reaction Steps
3-Methyl furoic acid (10 g, 79 mmol) and THF (400 mL) n-butyl lithium (67 mL, 0.167 mol) were stirred at a rate sufficient to maintain −70° C. (approx. 1 drop per sec). min then dimethylformamide (30 g, 0.395 mol) was added all at once. The reaction temperature was maintained for an additional 3 hr. After this time the reaction was quenched with the addition of saturated ammonium chloride. The aqueous phase was acidified with 6 N HCl, after extraction and recrystallized from water Intermediate 6 was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08729110B1 |
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| Source dataset | uspto-grants-2014_05 |
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| ORD ID | ord-90bda2cc71d54130b512e560ae74609b |
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| Source note | uspto-grants-2014_05 |
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