Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | Dimethylamine, hydrochloride | HCID 10473 | — |
| Reactant | HCID 21568949 | HCID 21568949 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 21568960 | HCID 21568960 | — |
Reaction Steps
A mixture of 5-isovaleryl-6,7-dimethylbenzofuran-2-carboxylic acid (8.5 g.), paraformaldehyde (2.0 g.), dimethylamine hydrochloride (3.3 g.) and acetic acid (1 ml.) is heated at 95°C. for 2.5 hours, treated with dimethylformamide (75 ml.), heated an additional 3.5 hours, poured into ice water (300 ml.) containing hydrochloric acid (5 ml.). The product is extracted into ether, washed with water, dried over magnesium sulfate, the solvent evaporated at reduced pressure to afford 5-(2-methyleneisovaleryl)-6,7-dimethylbenzofuran-2-carboxylic acid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US03931239 |
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| Source dataset | uspto-grants-1976_01 |
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| ORD ID | ord-a96ecd8d3e4f4c3b8d89cbe58c92dfed |
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| Source note | uspto-grants-1976_01 |
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